4-((bis(2-chloroethyl)amino)((1-methyl-2-nitro-1H-imidazol-5-yl)methoxy)phosphorylamino)-N-ethyl-N,N-dimethylbutan-1-aminium iodide

ID: ALA4279260

Chembl Id: CHEMBL4279260

PubChem CID: 145981194

Max Phase: Preclinical

Molecular Formula: C17H34Cl2IN6O4P

Molecular Weight: 488.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[N+](C)(C)CCCCNP(=O)(OCc1cnc([N+](=O)[O-])n1C)N(CCCl)CCCl.[I-]

Standard InChI:  InChI=1S/C17H34Cl2N6O4P.HI/c1-5-25(3,4)13-7-6-10-21-30(28,23(11-8-18)12-9-19)29-15-16-14-20-17(22(16)2)24(26)27;/h14H,5-13,15H2,1-4H3,(H,21,28);1H/q+1;/p-1

Standard InChI Key:  ZBQBUITXQMREAJ-UHFFFAOYSA-M

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

Calculated Properties

Molecular Weight: 488.38

Molecular Weight (Monoisotopic): 487.1751

AlogP: 3.20

#Rotatable Bonds: 16

Polar Surface Area: 102.53

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.82

CX Basic pKa: ┄

CX LogP: -2.63

CX LogD: -2.63

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.10

Np Likeness Score: -0.30

References

1. Ghedira D, Voissière A, Peyrode C, Kraiem J, Gerard Y, Maubert E, Vivier M, Miot-Noirault E, Chezal JM, Farhat F, Weber V..  (2018)  Structure-activity relationship study of hypoxia-activated prodrugs for proteoglycan-targeted chemotherapy in chondrosarcoma.,  158  [PMID:30199705] [10.1016/j.ejmech.2018.08.060]

Source

Source(1):

• Scientific Literature