ID: ALA2048070

Max Phase: Preclinical

Molecular Formula: C28H30N2O6S

Molecular Weight: 522.62

Molecule Type: Small molecule

Representations

Canonical SMILES:  COC(=O)[C@H](CO)NC(=O)[C@@H](N)CSCCOC(=O)c1ccc(-c2ccc(-c3ccccc3)cc2)cc1

Standard InChI:  InChI=1S/C28H30N2O6S/c1-35-28(34)25(17-31)30-26(32)24(29)18-37-16-15-36-27(33)23-13-11-22(12-14-23)21-9-7-20(8-10-21)19-5-3-2-4-6-19/h2-14,24-25,31H,15-18,29H2,1H3,(H,30,32)/t24-,25-/m0/s1

Standard InChI Key:  VTUOPNJSJAHKBU-DQEYMECFSA-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: 522.62

Molecular Weight (Monoisotopic): 522.1825

AlogP: 2.89

#Rotatable Bonds: 12

Polar Surface Area: 127.95

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.48

CX Basic pKa: 8.06

CX LogP: 3.26

CX LogD: 2.52

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.24

Np Likeness Score: -0.14

References

1. Salunke DB, Shukla NM, Yoo E, Crall BM, Balakrishna R, Malladi SS, David SA..  (2012)  Structure-activity relationships in human Toll-like receptor 2-specific monoacyl lipopeptides.,  55  (7): [PMID:22385476] [10.1021/jm3000533]

Source

Source(1):

• Scientific Literature