NP-MRD: Showing NP-Card for AH 135Y (NP0061511)

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Record Information

Version

2.0

Created at

2022-04-28 06:17:04 UTC

Updated at

2022-04-28 06:17:04 UTC

NP-MRD ID

NP0061511

Secondary Accession Numbers

None

Natural Product Identification

Common Name

AH 135Y

Description

AH 135Y, also known as ah-135y, belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. AH 135Y is found in Streptomyces albovinaceus and Streptomyces albovinaceus AH-135. AH 135Y is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 38 39  0  0  0  0  0  0  0  0999 V2000
   -4.1042   -2.5588    0.7709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2117   -1.3965    0.5235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8186   -0.1735    0.2737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0270    0.9263    0.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6726    2.2594   -0.2324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0438    2.1663   -0.2036 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6528    0.8177    0.0532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9231    1.9503   -0.1869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0059   -0.3820    0.2978 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4391   -0.5212    0.3164 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8929   -1.6875    0.5559 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2959    0.6336    0.0701 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7579    0.3650    0.1276 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2415   -0.1576    1.4607 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7372   -0.2963    1.3640 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3654   -0.5916    2.4032 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4268   -0.1004    0.1359 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7309   -0.2406   -1.0964 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3564   -0.1471   -2.1833 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2666   -0.4959   -1.0058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8584   -1.4664    0.5288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8472   -2.6020   -0.0689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7202   -2.3249    1.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5719   -3.5082    0.8409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8903   -0.1048    0.2668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2813    2.9839    0.4927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3846    2.5459   -1.2863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4392    1.8785   -1.0659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3342    2.8555   -0.3720 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0821    1.3989    0.8675 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0702    1.0164   -0.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2729    1.3637   -0.0033 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7836   -1.0962    1.7783 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0722    0.6649    2.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4415    0.1454    0.1517 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7905   -0.1297   -1.9335 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1434   -1.5686   -0.8282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3802   -2.4217    0.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  4  7  2  0
  7  8  1  0
  7  9  1  0
  9 21  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 21  2  1  0
 20 13  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  8 29  1  0
 21 38  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 17 35  1  0
 20 36  1  0
 20 37  1  0
M  END


  Mrv1533004201506512D          

 21 22  0  0  0  0            999 V2000
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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
  4  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  2 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  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  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 14 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0061511

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CC(CO)=C(O)C(=C1)C(=O)CC1CC(=O)NC(=O)C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H17NO5/c1-8-2-10(7-17)15(21)11(3-8)12(18)4-9-5-13(19)16-14(20)6-9/h2-3,9,17,21H,4-7H2,1H3,(H,16,19,20)

> <INCHI_KEY>
LCUSCMFPERKRCU-UHFFFAOYSA-N

> <FORMULA>
C15H17NO5

> <MOLECULAR_WEIGHT>
291.303

> <EXACT_MASS>
291.110672651

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
29.59136089429837

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-{2-[2-hydroxy-3-(hydroxymethyl)-5-methylphenyl]-2-oxoethyl}piperidine-2,6-dione

> <ALOGPS_LOGP>
0.11

> <JCHEM_LOGP>
0.7091884496666665

> <ALOGPS_LOGS>
-2.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.805113048582552

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.887388646966247

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9780746601800656

> <JCHEM_POLAR_SURFACE_AREA>
103.69999999999999

> <JCHEM_REFRACTIVITY>
75.35249999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.11e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-{2-[2-hydroxy-3-(hydroxymethyl)-5-methylphenyl]-2-oxoethyl}piperidine-2,6-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       6.668  -6.930   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.667  -9.240   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.667 -13.860   0.000  0.00  0.00           O+0
HETATM   18  N   UNK     0      -4.001 -11.550   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0      -4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -5.335  -9.240   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5                                                            
CONECT    7    4    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9    2                                                       
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   21                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   14                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

View in JSmol

Synonyms

Value	Source
AH-135y	MeSH

Chemical Formula

C₁₅H₁₇NO₅

Average Mass

291.3030 Da

Monoisotopic Mass

291.11067 Da

IUPAC Name

4-{2-[2-hydroxy-3-(hydroxymethyl)-5-methylphenyl]-2-oxoethyl}piperidine-2,6-dione

Traditional Name

4-{2-[2-hydroxy-3-(hydroxymethyl)-5-methylphenyl]-2-oxoethyl}piperidine-2,6-dione

CAS Registry Number

Not Available

SMILES

CC1=CC(CO)=C(O)C(=C1)C(=O)CC1CC(=O)NC(=O)C1

InChI Identifier

InChI=1S/C15H17NO5/c1-8-2-10(7-17)15(21)11(3-8)12(18)4-9-5-13(19)16-14(20)6-9/h2-3,9,17,21H,4-7H2,1H3,(H,16,19,20)

InChI Key

LCUSCMFPERKRCU-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces albovinaceus	LOTUS Database	35616633
Streptomyces albovinaceus AH-135	Bacteria	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Benzoyl
Benzyl alcohol
P-cresol
Piperidinedione
Aryl alkyl ketone
Delta-lactam
Phenol
Piperidinone
Toluene
Monocyclic benzene moiety
Piperidine
Benzenoid
Vinylogous acid
Carboxylic acid imide
Dicarboximide
Carboxylic acid imide, n-unsubstituted
Lactam
Carboxylic acid derivative
Organoheterocyclic compound
Azacycle
Aromatic alcohol
Organonitrogen compound
Organic oxide
Hydrocarbon derivative
Organopnictogen compound
Organic nitrogen compound
Primary alcohol
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	0.11	ALOGPS
logP	0.71	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	9.89	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	103.7 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	75.35 m³·mol⁻¹	ChemAxon
Polarizability	29.59 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

126851

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for AH 135Y (NP0061511)

MOL for NP0061511 (AH 135Y)

3D MOL for NP0061511 (AH 135Y)

3D SDF for NP0061511 (AH 135Y)

3D-SDF for NP0061511 (AH 135Y)

PDB for NP0061511 (AH 135Y)

3D PDB for NP0061511 (AH 135Y)

SMILES for NP0061511 (AH 135Y)

INCHI for NP0061511 (AH 135Y)

Structure for NP0061511 (AH 135Y)

3D Structure for NP0061511 (AH 135Y)