NP-MRD: Showing NP-Card for 2-[(2-amino-1-hydroxypropylidene)amino]-3-(2-{[1,2-dihydroxy-4-methoxy-4-oxo-3-(sec-butyl)butylidene]amino}cyclopropyl)propanoic acid (NP0320293)

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Record Information

Version

2.0

Created at

2022-09-11 21:51:57 UTC

Updated at

2022-09-11 21:51:57 UTC

NP-MRD ID

NP0320293

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-[(2-amino-1-hydroxypropylidene)amino]-3-(2-{[1,2-dihydroxy-4-methoxy-4-oxo-3-(sec-butyl)butylidene]amino}cyclopropyl)propanoic acid

Description

2-[(2-Amino-1-hydroxypropylidene)amino]-3-(2-{[3-(butan-2-yl)-1,2-dihydroxy-4-methoxy-4-oxobutylidene]amino}cyclopropyl)propanoic acid belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. 2-[(2-Amino-1-hydroxypropylidene)amino]-3-(2-{[3-(butan-2-yl)-1,2-dihydroxy-4-methoxy-4-oxobutylidene]amino}cyclopropyl)propanoic acid is a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004191516372D          

 28 28  0  0  0  0            999 V2000
    4.8395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -2.1434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -3.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3000   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7125   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7125   -2.1434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -3.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 15 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
  5 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END


  Mrv1533004191516372D          

 28 28  0  0  0  0            999 V2000
    4.8395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -2.1434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -3.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3000   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7125   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7125   -2.1434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -3.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 15 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
  5 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0320293

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(C)C(C(O)C(=O)NC1CC1CC(NC(=O)C(C)N)C(O)=O)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C18H31N3O7/c1-5-8(2)13(18(27)28-4)14(22)16(24)20-11-6-10(11)7-12(17(25)26)21-15(23)9(3)19/h8-14,22H,5-7,19H2,1-4H3,(H,20,24)(H,21,23)(H,25,26)

> <INCHI_KEY>
GZUZMJQLRANFIY-UHFFFAOYSA-N

> <FORMULA>
C18H31N3O7

> <MOLECULAR_WEIGHT>
401.46

> <EXACT_MASS>
401.21620035

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
41.40309447757397

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(2-aminopropanamido)-3-{2-[3-(butan-2-yl)-2-hydroxy-4-methoxy-4-oxobutanamido]cyclopropyl}propanoic acid

> <ALOGPS_LOGP>
-2.33

> <JCHEM_LOGP>
-3.2112567519228215

> <ALOGPS_LOGS>
-1.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.54677123184413

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4164550728582515

> <JCHEM_PKA_STRONGEST_BASIC>
8.388528477676346

> <JCHEM_POLAR_SURFACE_AREA>
168.04999999999998

> <JCHEM_REFRACTIVITY>
97.6856

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.08e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(2-aminopropanamido)-3-{2-[2-hydroxy-4-methoxy-4-oxo-3-(sec-butyl)butanamido]cyclopropyl}propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0       9.034   3.437   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.264   2.104   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.954   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       3.644   2.104   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       3.644  -0.564   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.414  -1.897   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0       2.104  -0.564   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       1.334  -1.897   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -3.437   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.000  -2.667   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.540  -2.667   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.310  -4.001   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      -3.850  -4.001   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      -4.620  -5.335   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -3.850  -6.668   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -6.160  -5.335   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -6.930  -6.668   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0      -6.930  -4.001   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0      -1.540  -5.335   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       0.000  -5.335   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -2.310  -6.668   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       5.954  -1.897   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       8.264  -0.564   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       9.034  -1.897   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   25                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11   13                                                       
CONECT   13   12   11   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   22                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   15   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25    5   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   56    0
END

View in JSmol

Synonyms

Value	Source
2-[(2-Amino-1-hydroxypropylidene)amino]-3-(2-{[3-(butan-2-yl)-1,2-dihydroxy-4-methoxy-4-oxobutylidene]amino}cyclopropyl)propanoate	Generator

Chemical Formula

C₁₈H₃₁N₃O₇

Average Mass

401.4600 Da

Monoisotopic Mass

401.21620 Da

IUPAC Name

2-(2-aminopropanamido)-3-{2-[3-(butan-2-yl)-2-hydroxy-4-methoxy-4-oxobutanamido]cyclopropyl}propanoic acid

Traditional Name

2-(2-aminopropanamido)-3-{2-[2-hydroxy-4-methoxy-4-oxo-3-(sec-butyl)butanamido]cyclopropyl}propanoic acid

CAS Registry Number

Not Available

SMILES

CCC(C)C(C(O)C(=O)NC1CC1CC(NC(=O)C(C)N)C(O)=O)C(=O)OC

InChI Identifier

InChI=1S/C18H31N3O7/c1-5-8(2)13(18(27)28-4)14(22)16(24)20-11-6-10(11)7-12(17(25)26)21-15(23)9(3)19/h8-14,22H,5-7,19H2,1-4H3,(H,20,24)(H,21,23)(H,25,26)

InChI Key

GZUZMJQLRANFIY-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Peptides

Alternative Parents

Substituents

Alpha peptide
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Alpha-amino acid or derivatives
Carbocyclic fatty acid
Beta-hydroxy acid
Fatty acid ester
Hydroxy fatty acid
Fatty acyl
Dicarboxylic acid or derivatives
Hydroxy acid
Methyl ester
Amino acid or derivatives
Amino acid
Carboxylic acid ester
Secondary alcohol
Carboximidic acid
Carboximidic acid derivative
Organic 1,3-dipolar compound
Carboxylic acid
Propargyl-type 1,3-dipolar organic compound
Amine
Organic nitrogen compound
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-2.3	ALOGPS
logP	-3.2	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	3.42	ChemAxon
pKa (Strongest Basic)	8.39	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	168.05 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	97.69 m³·mol⁻¹	ChemAxon
Polarizability	41.4 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85283623

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-[(2-amino-1-hydroxypropylidene)amino]-3-(2-{[1,2-dihydroxy-4-methoxy-4-oxo-3-(sec-butyl)butylidene]amino}cyclopropyl)propanoic acid (NP0320293)

MOL for NP0320293 (2-[(2-amino-1-hydroxypropylidene)amino]-3-(2-{[1,2-dihydroxy-4-methoxy-4-oxo-3-(sec-butyl)butylidene]amino}cyclopropyl)propanoic acid)

3D MOL for NP0320293 (2-[(2-amino-1-hydroxypropylidene)amino]-3-(2-{[1,2-dihydroxy-4-methoxy-4-oxo-3-(sec-butyl)butylidene]amino}cyclopropyl)propanoic acid)

3D SDF for NP0320293 (2-[(2-amino-1-hydroxypropylidene)amino]-3-(2-{[1,2-dihydroxy-4-methoxy-4-oxo-3-(sec-butyl)butylidene]amino}cyclopropyl)propanoic acid)

3D-SDF for NP0320293 (2-[(2-amino-1-hydroxypropylidene)amino]-3-(2-{[1,2-dihydroxy-4-methoxy-4-oxo-3-(sec-butyl)butylidene]amino}cyclopropyl)propanoic acid)

PDB for NP0320293 (2-[(2-amino-1-hydroxypropylidene)amino]-3-(2-{[1,2-dihydroxy-4-methoxy-4-oxo-3-(sec-butyl)butylidene]amino}cyclopropyl)propanoic acid)

3D PDB for NP0320293 (2-[(2-amino-1-hydroxypropylidene)amino]-3-(2-{[1,2-dihydroxy-4-methoxy-4-oxo-3-(sec-butyl)butylidene]amino}cyclopropyl)propanoic acid)

SMILES for NP0320293 (2-[(2-amino-1-hydroxypropylidene)amino]-3-(2-{[1,2-dihydroxy-4-methoxy-4-oxo-3-(sec-butyl)butylidene]amino}cyclopropyl)propanoic acid)

INCHI for NP0320293 (2-[(2-amino-1-hydroxypropylidene)amino]-3-(2-{[1,2-dihydroxy-4-methoxy-4-oxo-3-(sec-butyl)butylidene]amino}cyclopropyl)propanoic acid)

Structure for NP0320293 (2-[(2-amino-1-hydroxypropylidene)amino]-3-(2-{[1,2-dihydroxy-4-methoxy-4-oxo-3-(sec-butyl)butylidene]amino}cyclopropyl)propanoic acid)

3D Structure for NP0320293 (2-[(2-amino-1-hydroxypropylidene)amino]-3-(2-{[1,2-dihydroxy-4-methoxy-4-oxo-3-(sec-butyl)butylidene]amino}cyclopropyl)propanoic acid)