ID: ALA2048068

Max Phase: Preclinical

Molecular Formula: C22H26N2O6S

Molecular Weight: 446.53

Molecule Type: Small molecule

Representations

Canonical SMILES:  COC(=O)[C@H](CO)NC(=O)[C@@H](N)CSCCOC(=O)c1ccc(-c2ccccc2)cc1

Standard InChI:  InChI=1S/C22H26N2O6S/c1-29-22(28)19(13-25)24-20(26)18(23)14-31-12-11-30-21(27)17-9-7-16(8-10-17)15-5-3-2-4-6-15/h2-10,18-19,25H,11-14,23H2,1H3,(H,24,26)/t18-,19-/m0/s1

Standard InChI Key:  YCBKSTCKOVMWMV-OALUTQOASA-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: 446.53

Molecular Weight (Monoisotopic): 446.1512

AlogP: 1.22

#Rotatable Bonds: 11

Polar Surface Area: 127.95

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.48

CX Basic pKa: 8.06

CX LogP: 1.61

CX LogD: 0.87

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.35

Np Likeness Score: -0.17

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