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

ID: ALA4282724

Chembl Id: CHEMBL4282724

PubChem CID: 145981574

Max Phase: Preclinical

Molecular Formula: C18H36Cl2IN6O4P

Molecular Weight: 502.40

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H36Cl2N6O4P.HI/c1-5-26(6-2,7-3)14-8-11-22-31(29,24(12-9-19)13-10-20)30-16-17-15-21-18(23(17)4)25(27)28;/h15H,5-14,16H2,1-4H3,(H,22,29);1H/q+1;/p-1

Standard InChI Key:  VRLUNSOHAUIRBV-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: 502.40

Molecular Weight (Monoisotopic): 501.1907

AlogP: 3.59

#Rotatable Bonds: 17

Polar Surface Area: 102.53

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.86

CX Basic pKa: ┄

CX LogP: -2.43

CX LogD: -2.43

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.09

Np Likeness Score: -0.37

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