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

ID: ALA4286107

Chembl Id: CHEMBL4286107

PubChem CID: 145990009

Max Phase: Preclinical

Molecular Formula: C22H36Cl2IN6O4P

Molecular Weight: 550.45

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C22H36Cl2N6O4P.HI/c1-27-21(17-25-22(27)29(31)32)19-34-35(33,28(14-11-23)15-12-24)26-13-7-8-16-30(2,3)18-20-9-5-4-6-10-20;/h4-6,9-10,17H,7-8,11-16,18-19H2,1-3H3,(H,26,33);1H/q+1;/p-1

Standard InChI Key:  BYBNSBYVRYENDR-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: 550.45

Molecular Weight (Monoisotopic): 549.1907

AlogP: 4.38

#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: 13.84

CX Basic pKa: ┄

CX LogP: -1.26

CX LogD: -1.26

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.08

Np Likeness Score: -0.31

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