ID: ALA1791438

Max Phase: Preclinical

Molecular Formula: C28H29N5O9

Molecular Weight: 579.57

Molecule Type: Small molecule

Representations

Canonical SMILES:  NC(Cc1ccccc1)C(=O)N/C(=C/c1ccccc1)C(=O)NC(C(=O)O)[C@H]1O[C@@H](n2ccc(=O)[nH]c2=O)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C28H29N5O9/c29-17(13-15-7-3-1-4-8-15)24(37)30-18(14-16-9-5-2-6-10-16)25(38)32-20(27(39)40)23-21(35)22(36)26(42-23)33-12-11-19(34)31-28(33)41/h1-12,14,17,20-23,26,35-36H,13,29H2,(H,30,37)(H,32,38)(H,39,40)(H,31,34,41)/b18-14+/t17?,20?,21-,22+,23+,26+/m0/s1

Standard InChI Key:  VDTGAKGMDNPMAV-KNHPDKIBSA-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: 579.57

Molecular Weight (Monoisotopic): 579.1965

AlogP: -1.55

#Rotatable Bonds: 10

Polar Surface Area: 226.07

Molecular Species: ACID

HBA: 10

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.49

CX Basic pKa: 7.69

CX LogP: -2.96

CX LogD: -3.12

Aromatic Rings: 3

Heavy Atoms: 42

QED Weighted: 0.14

Np Likeness Score: 0.37

References

1. Shenbagamurthi P, Smith HA, Becker JM, Naider F..  (1986)  Synthesis and biological properties of chitin synthetase inhibitors resistant to cellular peptidases.,  29  (5): [PMID:2939243] [10.1021/jm00155a034]

Source

Source(1):

• Scientific Literature