Hamuramicin C

ID: ALA5195072

Chembl Id: CHEMBL5195072

PubChem CID: 168287568

Max Phase: Preclinical

Molecular Formula: C33H48O8

Molecular Weight: 572.74

Names and Identifiers

Canonical SMILES:  CCC[C@]1(O)C[C@H](O)[C@@H](C)[C@H]([C@H](C)[C@@H]2C/C=C/C=C/C=C/[C@H](O)C(=O)/C(C)=C/C(C)=C/[C@@H](O)/C(C)=C/CC(=O)O2)O1

Standard InChI:  InChI=1S/C33H48O8/c1-7-17-33(39)20-28(36)24(5)32(41-33)25(6)29-14-12-10-8-9-11-13-26(34)31(38)23(4)18-21(2)19-27(35)22(3)15-16-30(37)40-29/h8-13,15,18-19,24-29,32,34-36,39H,7,14,16-17,20H2,1-6H3/b9-8+,12-10+,13-11+,21-19+,22-15+,23-18+/t24-,25-,26+,27-,28+,29+,32-,33-/m1/s1

Standard InChI Key:  OEXYAJFWIQCFQF-OLODKPQUSA-N

Alternative Forms

1. Parent:

   

   ALA5195072

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 572.74

Molecular Weight (Monoisotopic): 572.3349

AlogP: 4.40

#Rotatable Bonds: 4

Polar Surface Area: 133.52

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.94

CX Basic pKa: ┄

CX LogP: 4.50

CX LogD: 4.50

Aromatic Rings: ┄

Heavy Atoms: 41

QED Weighted: 0.29

Np Likeness Score: 2.20

References

1. An JS, Lim HJ, Lee JY, Jang YJ, Nam SJ, Lee SK, Oh DC..  (2022)  Hamuramicin C, a Cytotoxic Bicyclic Macrolide Isolated from a Wasp Gut Bacterium.,  85  (4.0): [PMID:35362983] [10.1021/acs.jnatprod.1c01075]

Source

Source(1):

• Scientific Literature