5-({[bis(2-chloroethyl)amino][(1-methyl-2-nitro-1H-imidazol-5-yl)methoxy]phosphoryl}amino)-N-benzyl-N-ethyl-N-methylpentane-1-aminium iodide

ID: ALA4278857

Chembl Id: CHEMBL4278857

PubChem CID: 145982310

Max Phase: Preclinical

Molecular Formula: C24H40Cl2IN6O4P

Molecular Weight: 578.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[N+](C)(CCCCCNP(=O)(OCc1cnc([N+](=O)[O-])n1C)N(CCCl)CCCl)Cc1ccccc1.[I-]

Standard InChI:  InChI=1S/C24H40Cl2N6O4P.HI/c1-4-32(3,20-22-11-7-5-8-12-22)18-10-6-9-15-28-37(35,30(16-13-25)17-14-26)36-21-23-19-27-24(29(23)2)31(33)34;/h5,7-8,11-12,19H,4,6,9-10,13-18,20-21H2,1-3H3,(H,28,35);1H/q+1;/p-1

Standard InChI Key:  ZZOQSFSVPFONQM-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: 578.50

Molecular Weight (Monoisotopic): 577.2220

AlogP: 5.16

#Rotatable Bonds: 19

Polar Surface Area: 102.53

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.86

CX Basic pKa: ┄

CX LogP: -0.46

CX LogD: -0.46

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.06

Np Likeness Score: -0.22

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