ID: ALA4060988

Max Phase: Preclinical

Molecular Formula: C33H45N9O7S2

Molecular Weight: 743.91

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@H](N)C(=O)N[C@H]1CSSC[C@@H](C(=O)O)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](CCCNC(=N)N)NC1=O

Standard InChI:  InChI=1S/C33H45N9O7S2/c1-19(34)27(43)41-25-17-50-51-18-26(32(48)49)42-30(46)24(16-21-11-6-3-7-12-21)40-29(45)23(15-20-9-4-2-5-10-20)39-28(44)22(38-31(25)47)13-8-14-37-33(35)36/h2-7,9-12,19,22-26H,8,13-18,34H2,1H3,(H,38,47)(H,39,44)(H,40,45)(H,41,43)(H,42,46)(H,48,49)(H4,35,36,37)/t19-,22-,23-,24-,25-,26-/m0/s1

Standard InChI Key:  GWUJKNIBVDBUGS-KTHKBMNISA-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: 743.91

Molecular Weight (Monoisotopic): 743.2883

AlogP: -1.01

#Rotatable Bonds: 11

Polar Surface Area: 270.72

Molecular Species: ZWITTERION

HBA: 10

HBD: 10

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.53

CX Basic pKa: 11.78

CX LogP: -2.78

CX LogD: -3.49

Aromatic Rings: 2

Heavy Atoms: 51

QED Weighted: 0.06

Np Likeness Score: 0.55

References

1. Di Maro S, Di Leva FS, Trotta AM, Brancaccio D, Portella L, Aurilio M, Tomassi S, Messere A, Sementa D, Lastoria S, Carotenuto A, Novellino E, Scala S, Marinelli L..  (2017)  Structure-Activity Relationships and Biological Characterization of a Novel, Potent, and Serum Stable C-X-C Chemokine Receptor Type 4 (CXCR4) Antagonist.,  60  (23): [PMID:29125295] [10.1021/acs.jmedchem.7b01062]

Source

Source(1):

• Scientific Literature