ID: ALA130713

Max Phase: Preclinical

Molecular Formula: C29H37NO14

Molecular Weight: 623.61

Molecule Type: Small molecule

Representations

Canonical SMILES:  C=C(CCC12OC(C(=O)O)C(O)(C(=O)O)C(C(=O)O)(O1)[C@H](OC(=O)CCCN)[C@H]2O)[C@@H](OC(C)=O)[C@H](C)Cc1ccccc1

Standard InChI:  InChI=1S/C29H37NO14/c1-15(20(41-17(3)31)16(2)14-18-8-5-4-6-9-18)11-12-27-21(33)22(42-19(32)10-7-13-30)29(44-27,26(38)39)28(40,25(36)37)23(43-27)24(34)35/h4-6,8-9,16,20-23,33,40H,1,7,10-14,30H2,2-3H3,(H,34,35)(H,36,37)(H,38,39)/t16-,20-,21-,22-,23?,27?,28?,29?/m1/s1

Standard InChI Key:  GFMFAEYDUQXNOD-PBUIUKEMSA-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: 623.61

Molecular Weight (Monoisotopic): 623.2214

AlogP: -0.01

#Rotatable Bonds: 15

Polar Surface Area: 249.44

Molecular Species: ZWITTERION

HBA: 12

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.66

CX Basic pKa: 10.18

CX LogP: -1.44

CX LogD: -7.06

Aromatic Rings: 1

Heavy Atoms: 44

QED Weighted: 0.11

Np Likeness Score: 2.03

References

1. Ponpipom MM, Girotra NN, Bugianesi RL, Roberts CD, Berger GD, Burk RM, Marquis RW, Parsons WH, Bartizal KF, Bergstom JD..  (1994)  Structure-activity relationships of C1 and C6 side chains of zaragozic acid A derivatives.,  37  (23): [PMID:7966163] [10.1021/jm00049a022]

Source

Source(1):

• Scientific Literature