ID: ALA1791439

Max Phase: Preclinical

Molecular Formula: C21H23N5O8

Molecular Weight: 473.44

Molecule Type: Small molecule

Representations

Canonical SMILES:  N[C@@H](Cc1c[nH]c2ccccc12)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/C21H23N5O8/c22-11(7-9-8-23-12-4-2-1-3-10(9)12)18(30)25-14(20(31)32)17-15(28)16(29)19(34-17)26-6-5-13(27)24-21(26)33/h1-6,8,11,14-17,19,23,28-29H,7,22H2,(H,25,30)(H,31,32)(H,24,27,33)/t11-,14?,15-,16+,17+,19+/m0/s1

Standard InChI Key:  DEENHJZQBUGHHA-CRIGRSPBSA-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: 473.44

Molecular Weight (Monoisotopic): 473.1547

AlogP: -2.22

#Rotatable Bonds: 7

Polar Surface Area: 212.76

Molecular Species: ACID

HBA: 9

HBD: 7

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.56

CX Basic pKa: 7.95

CX LogP: -3.88

CX LogD: -3.98

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.20

Np Likeness Score: 0.75

References

1. Shenbagamurthi P, Smith HA, Becker JM, Steinfeld A, Naider F..  (1983)  Design of anticandidal agents: synthesis and biological properties of analogues of polyoxin L.,  26  (10): [PMID:6352943] [10.1021/jm00364a030]

2. 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