NP-MRD: Showing NP-Card for 7-(3-hydroxypropyl)-10-imino-11-oxo-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,8-triene-6-carboxylic acid (NP0328051)

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Record Information

Version

2.0

Created at

2022-09-12 11:10:12 UTC

Updated at

2022-09-12 11:10:13 UTC

NP-MRD ID

NP0328051

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-(3-hydroxypropyl)-10-imino-11-oxo-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,8-triene-6-carboxylic acid

Description

7-(3-Hydroxypropyl)-10-imino-11-oxo-2,7-diazatricyclo[6.3.1.0⁴,¹²]Dodeca-1(12),3,8-triene-6-carboxylic acid belongs to the class of organic compounds known as quinoline carboxylic acids. These are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions. 7-(3-hydroxypropyl)-10-imino-11-oxo-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,8-triene-6-carboxylic acid is found in Mycena haematopus. 7-(3-Hydroxypropyl)-10-imino-11-oxo-2,7-diazatricyclo[6.3.1.0⁴,¹²]Dodeca-1(12),3,8-triene-6-carboxylic acid is a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004151517532D          

 21 23  0  0  0  0            999 V2000
   -0.1610   -3.4737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5927   -3.1382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6790   -2.3177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4326   -1.9821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5189   -1.1617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8514   -0.6767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9377    0.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6913    0.4793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9463    1.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7713    1.2639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0262    0.4793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7799    0.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4473    0.6287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8661   -0.6767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6198   -1.0123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1987   -1.1617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2725   -0.8261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3588   -0.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0978   -1.0123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5697   -0.5274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0115   -1.8328    0.0000 O   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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
  5 17  1  0  0  0  0
 17 18  1  0  0  0  0
  8 18  1  0  0  0  0
 11 18  2  0  0  0  0
  6 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0328051

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCCCN1C(CC2=CNC3=C2C1=CC(=N)C3=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H15N3O4/c15-8-5-9-11-7(6-16-12(11)13(8)19)4-10(14(20)21)17(9)2-1-3-18/h5-6,10,15-16,18H,1-4H2,(H,20,21)

> <INCHI_KEY>
AVTHRRQBEUZZAG-UHFFFAOYSA-N

> <FORMULA>
C14H15N3O4

> <MOLECULAR_WEIGHT>
289.291

> <EXACT_MASS>
289.106255975

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
29.062984426660876

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7-(3-hydroxypropyl)-10-imino-11-oxo-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,8-triene-6-carboxylic acid

> <ALOGPS_LOGP>
0.04

> <JCHEM_LOGP>
-2.8971457749645895

> <ALOGPS_LOGS>
-3.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.17652529258693

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.676212256331269

> <JCHEM_PKA_STRONGEST_BASIC>
8.069856251781133

> <JCHEM_POLAR_SURFACE_AREA>
117.48

> <JCHEM_REFRACTIVITY>
87.18959999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.85e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-(3-hydroxypropyl)-10-imino-11-oxo-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,8-triene-6-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-APR-15         0                                  
HETATM    1  O   UNK     0      -0.300  -6.484   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.106  -5.858   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.267  -4.326   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.674  -3.700   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       2.835  -2.168   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       1.589  -1.263   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.750   0.268   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.157   0.895   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.633   2.359   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       5.173   2.359   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       5.649   0.895   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.056   0.268   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       8.302   1.174   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       7.217  -1.263   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       8.624  -1.890   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       5.971  -2.168   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.242  -1.542   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.403  -0.010   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.182  -1.890   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.063  -0.984   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       0.021  -3.421   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   17                                                  
CONECT    6    5    7   19                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   18                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   18                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16    5   18                                                  
CONECT   18   17    8   11                                                  
CONECT   19    6   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

View in JSmol

Synonyms

Value	Source
7-(3-Hydroxypropyl)-10-imino-11-oxo-2,7-diazatricyclo[6.3.1.0,]dodeca-1(12),3,8-triene-6-carboxylate	Generator
7-(3-Hydroxypropyl)-10-imino-11-oxo-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,8-triene-6-carboxylate	Generator

Chemical Formula

C₁₄H₁₅N₃O₄

Average Mass

289.2910 Da

Monoisotopic Mass

289.10626 Da

IUPAC Name

7-(3-hydroxypropyl)-10-imino-11-oxo-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,8-triene-6-carboxylic acid

Traditional Name

7-(3-hydroxypropyl)-10-imino-11-oxo-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,8-triene-6-carboxylic acid

CAS Registry Number

Not Available

SMILES

OCCCN1C(CC2=CNC3=C2C1=CC(=N)C3=O)C(O)=O

InChI Identifier

InChI=1S/C14H15N3O4/c15-8-5-9-11-7(6-16-12(11)13(8)19)4-10(14(20)21)17(9)2-1-3-18/h5-6,10,15-16,18H,1-4H2,(H,20,21)

InChI Key

AVTHRRQBEUZZAG-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Mycena haematopus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinoline carboxylic acids. These are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Quinoline carboxylic acids

Direct Parent

Quinoline carboxylic acids

Alternative Parents

Substituents

Pyrrolo[4,3,2-de]quinoline
Pyrroloquinoline
Quinoline-2-carboxylic acid
Alpha-amino acid
Alpha-amino acid or derivatives
Indole or derivatives
Aryl ketone
Quinonimine
O-quinonimine
Aralkylamine
Heteroaromatic compound
1,3-aminoalcohol
Pyrrole
Ketimine
Tertiary aliphatic amine
Tertiary amine
Amino acid
Amino acid or derivatives
Ketone
Alkanolamine
Carboxylic acid derivative
Carboxylic acid
Enamine
Azacycle
Monocarboxylic acid or derivatives
Imine
Organic oxygen compound
Organic nitrogen compound
Alcohol
Carbonyl group
Organic oxide
Hydrocarbon derivative
Organopnictogen compound
Primary alcohol
Amine
Organooxygen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	0.04	ALOGPS
logP	-2.9	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	3.68	ChemAxon
pKa (Strongest Basic)	8.07	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	117.48 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	87.19 m³·mol⁻¹	ChemAxon
Polarizability	29.06 Å³	ChemAxon
Number of Rings	3	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 7-(3-hydroxypropyl)-10-imino-11-oxo-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,8-triene-6-carboxylic acid (NP0328051)

MOL for NP0328051 (7-(3-hydroxypropyl)-10-imino-11-oxo-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,8-triene-6-carboxylic acid)

3D MOL for NP0328051 (7-(3-hydroxypropyl)-10-imino-11-oxo-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,8-triene-6-carboxylic acid)

3D SDF for NP0328051 (7-(3-hydroxypropyl)-10-imino-11-oxo-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,8-triene-6-carboxylic acid)

3D-SDF for NP0328051 (7-(3-hydroxypropyl)-10-imino-11-oxo-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,8-triene-6-carboxylic acid)

PDB for NP0328051 (7-(3-hydroxypropyl)-10-imino-11-oxo-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,8-triene-6-carboxylic acid)

3D PDB for NP0328051 (7-(3-hydroxypropyl)-10-imino-11-oxo-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,8-triene-6-carboxylic acid)

SMILES for NP0328051 (7-(3-hydroxypropyl)-10-imino-11-oxo-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,8-triene-6-carboxylic acid)

INCHI for NP0328051 (7-(3-hydroxypropyl)-10-imino-11-oxo-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,8-triene-6-carboxylic acid)

Structure for NP0328051 (7-(3-hydroxypropyl)-10-imino-11-oxo-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,8-triene-6-carboxylic acid)

3D Structure for NP0328051 (7-(3-hydroxypropyl)-10-imino-11-oxo-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,8-triene-6-carboxylic acid)