Mohangic acid B

ID: ALA3799779

Chembl Id: CHEMBL3799779

PubChem CID: 127047841

Max Phase: Preclinical

Molecular Formula: C27H39NO6

Molecular Weight: 473.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNc1ccc(C(=O)C[C@@H](O)[C@H](C)C[C@@H](C)[C@H](O)[C@H](C)/C=C/C=C/C=C/[C@H](O)CC(=O)O)cc1

Standard InChI:  InChI=1S/C27H39NO6/c1-18(9-7-5-6-8-10-23(29)16-26(32)33)27(34)20(3)15-19(2)24(30)17-25(31)21-11-13-22(28-4)14-12-21/h5-14,18-20,23-24,27-30,34H,15-17H2,1-4H3,(H,32,33)/b6-5+,9-7+,10-8+/t18-,19-,20-,23+,24-,27-/m1/s1

Standard InChI Key:  WUYVILXSKDFPJZ-VZFGNGLPSA-N

Alternative Forms

1. Parent:

   

   ALA3799779

   ---

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: 473.61

Molecular Weight (Monoisotopic): 473.2777

AlogP: 3.83

#Rotatable Bonds: 15

Polar Surface Area: 127.09

Molecular Species: ACID

HBA: 6

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 4.52

CX Basic pKa: 3.43

CX LogP: 2.69

CX LogD: 0.10

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.19

Np Likeness Score: 1.26

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