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

ID: ALA4289535

Chembl Id: CHEMBL4289535

PubChem CID: 145988847

Max Phase: Preclinical

Molecular Formula: C20H32Cl2IN6O4P

Molecular Weight: 522.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c(COP(=O)(NCC[N+](C)(C)Cc2ccccc2)N(CCCl)CCCl)cnc1[N+](=O)[O-].[I-]

Standard InChI:  InChI=1S/C20H32Cl2N6O4P.HI/c1-25-19(15-23-20(25)27(29)30)17-32-33(31,26(12-9-21)13-10-22)24-11-14-28(2,3)16-18-7-5-4-6-8-18;/h4-8,15H,9-14,16-17H2,1-3H3,(H,24,31);1H/q+1;/p-1

Standard InChI Key:  DBVMRYNWYOCPEN-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: 522.39

Molecular Weight (Monoisotopic): 521.1594

AlogP: 3.60

#Rotatable Bonds: 15

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: ┄

CX Basic pKa: 0.14

CX LogP: -1.84

CX LogD: -1.84

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.13

Np Likeness Score: -0.35

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