Mohangic acid A

ID: ALA3797509

Chembl Id: CHEMBL3797509

PubChem CID: 127047840

Max Phase: Preclinical

Molecular Formula: C26H37NO6

Molecular Weight: 459.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](/C=C/C=C/C=C/[C@H](O)CC(=O)O)[C@@H](O)[C@H](C)C[C@@H](C)[C@H](O)CC(=O)c1ccc(N)cc1

Standard InChI:  InChI=1S/C26H37NO6/c1-17(8-6-4-5-7-9-22(28)15-25(31)32)26(33)19(3)14-18(2)23(29)16-24(30)20-10-12-21(27)13-11-20/h4-13,17-19,22-23,26,28-29,33H,14-16,27H2,1-3H3,(H,31,32)/b5-4+,8-6+,9-7+/t17-,18-,19-,22+,23-,26-/m1/s1

Standard InChI Key:  BZNPBFDQMIZFAM-JOCHRXQZSA-N

Alternative Forms

1. Parent:

   

   ALA3797509

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 459.58

Molecular Weight (Monoisotopic): 459.2621

AlogP: 3.37

#Rotatable Bonds: 14

Polar Surface Area: 141.08

Molecular Species: ACID

HBA: 6

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.50

CX Basic pKa: 2.97

CX LogP: 2.46

CX LogD: -0.20

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.16

Np Likeness Score: 1.36

References

1. Bae M, Moon K, Kim J, Park HJ, Lee SK, Shin J, Oh DC..  (2016)  Mohangic Acids A-E, p-Aminoacetophenonic Acids from a Marine-Mudflat-Derived Streptomyces sp.,  79  (2): [PMID:26798949] [10.1021/acs.jnatprod.5b00956]

Source

Source(1):

• Scientific Literature