Mohangic acid C

ID: ALA3797458

Chembl Id: CHEMBL3797458

PubChem CID: 127045750

Max Phase: Preclinical

Molecular Formula: C28H39NO7

Molecular Weight: 501.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1ccc(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/C28H39NO7/c1-18(9-7-5-6-8-10-24(31)16-27(34)35)28(36)20(3)15-19(2)25(32)17-26(33)22-11-13-23(14-12-22)29-21(4)30/h5-14,18-20,24-25,28,31-32,36H,15-17H2,1-4H3,(H,29,30)(H,34,35)/b6-5+,9-7+,10-8+/t18-,19-,20-,24+,25-,28-/m1/s1

Standard InChI Key:  HBNPQYZGFDXIQQ-IABJALAPSA-N

Alternative Forms

1. Parent:

   

   ALA3797458

   ---

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: 501.62

Molecular Weight (Monoisotopic): 501.2727

AlogP: 3.74

#Rotatable Bonds: 15

Polar Surface Area: 144.16

Molecular Species: ACID

HBA: 6

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.48

CX Basic pKa:

CX LogP: 2.69

CX LogD: -0.13

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.18

Np Likeness Score: 0.94

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