ID: ALA1784268

Max Phase: Preclinical

Molecular Formula: C48H72N2O12S

Molecular Weight: 901.17

Molecule Type: Small molecule

Representations

Synonyms (1): Archazolid E
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](C)/C=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@H](OC)/C(C)=C/C=C/[C@@H]2C)cs1

Standard InChI:  InChI=1S/C48H72N2O12S/c1-26(2)20-38(61-48(57)49-11)45-50-35(25-63-45)44-31(7)15-13-14-30(6)43(58-12)34(10)37(59-47-42(55)41(54)40(53)39(24-51)60-47)19-17-27(3)21-29(5)22-33(9)36(52)23-28(4)16-18-32(8)46(56)62-44/h13-15,17-19,21-23,25-26,31,33-34,36-44,47,51-55H,16,20,24H2,1-12H3,(H,49,57)/b15-13+,19-17+,27-21-,28-23+,29-22-,30-14+,32-18+/t31-,33-,34-,36+,37+,38-,39+,40+,41-,42+,43+,44-,47+/m0/s1

Standard InChI Key:  JOMXBNJRLRZHRP-OUEDXNQNSA-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: 901.17

Molecular Weight (Monoisotopic): 900.4806

AlogP: 6.89

#Rotatable Bonds: 9

Polar Surface Area: 206.36

Molecular Species: NEUTRAL

HBA: 14

HBD: 6

#RO5 Violations: 4

HBA (Lipinski): 14

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 12.21

CX Basic pKa: 0.77

CX LogP: 6.48

CX LogD: 6.48

Aromatic Rings: 1

Heavy Atoms: 63

QED Weighted: 0.11

Np Likeness Score: 1.79

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