ID: ALA1923549

Max Phase: Preclinical

Molecular Formula: C25H48N2O6S

Molecular Weight: 504.73

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCCCCCCCCCCCCCC(=O)OCCSC[C@H](N)C(=O)N[C@@H](CO)C(=O)OC

Standard InChI:  InChI=1S/C25H48N2O6S/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-23(29)33-17-18-34-20-21(26)24(30)27-22(19-28)25(31)32-2/h21-22,28H,3-20,26H2,1-2H3,(H,27,30)/t21-,22-/m0/s1

Standard InChI Key:  XMGGLTFFCBNDCS-VXKWHMMOSA-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: 504.73

Molecular Weight (Monoisotopic): 504.3233

AlogP: 3.72

#Rotatable Bonds: 23

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: 11.71

CX Basic pKa: 8.06

CX LogP: 4.39

CX LogD: 3.65

Aromatic Rings: 0

Heavy Atoms: 34

QED Weighted: 0.14

Np Likeness Score: 0.16

References

1. Agnihotri G, Crall BM, Lewis TC, Day TP, Balakrishna R, Warshakoon HJ, Malladi SS, David SA..  (2011)  Structure-activity relationships in toll-like receptor 2-agonists leading to simplified monoacyl lipopeptides.,  54  (23): [PMID:22007676] [10.1021/jm201071e]

2. 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