ID: ALA1784267

Max Phase: Preclinical

Molecular Formula: C48H72N2O13S

Molecular Weight: 917.17

Molecule Type: Small molecule

Representations

Synonyms (1): Archazolid D
Synonyms from Alternative Forms(1):

Canonical SMILES:  CNC(=O)O[C@@H](CC(C)C)c1nc([C@H]2OC(=O)/C(C)=C/C/C(C)=C/[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](C)/C=C(CO)\C=C(C)/C=C/[C@@H](O)[C@H](C)[C@H](OC)/C(C)=C/C=C/[C@@H]2C)cs1

Standard InChI:  InChI=1S/C48H72N2O13S/c1-26(2)19-38(62-48(58)49-10)45-50-35(25-64-45)44-30(6)14-12-13-29(5)43(59-11)33(9)36(53)18-16-27(3)20-34(23-51)22-32(8)37(21-28(4)15-17-31(7)46(57)63-44)60-47-42(56)41(55)40(54)39(24-52)61-47/h12-14,16-18,20-22,25-26,30,32-33,36-44,47,51-56H,15,19,23-24H2,1-11H3,(H,49,58)/b14-12+,18-16+,27-20-,28-21+,29-13+,31-17+,34-22+/t30-,32-,33-,36+,37+,38-,39+,40+,41-,42+,43+,44-,47+/m0/s1

Standard InChI Key:  PRYQWZDWIKKKKA-OEQLJONYSA-N

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

Properties

Molecular Weight: 917.17

Molecular Weight (Monoisotopic): 916.4755

AlogP: 5.86

#Rotatable Bonds: 10

Polar Surface Area: 226.59

Molecular Species: NEUTRAL

HBA: 15

HBD: 7

#RO5 Violations: 4

HBA (Lipinski): 15

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 12.20

CX Basic pKa: 0.77

CX LogP: 5.20

CX LogD: 5.20

Aromatic Rings: 1

Heavy Atoms: 64

QED Weighted: 0.11

Np Likeness Score: 1.76

References

1. Horstmann N, Essig S, Bockelmann S, Wieczorek H, Huss M, Sasse F, Menche D..  (2011)  Archazolid A-15-O-β-D-glucopyranoside and iso-archazolid B: potent V-ATPase inhibitory polyketides from the myxobacteria Cystobacter violaceus and Archangium gephyra.,  74  (5): [PMID:21513292] [10.1021/np200036v]

Source

Source(1):

• Scientific Literature