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

ID: ALA4277694

Chembl Id: CHEMBL4277694

PubChem CID: 145985155

Max Phase: Preclinical

Molecular Formula: C15H30Cl2IN6O4P

Molecular Weight: 460.32

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C15H30Cl2N6O4P.HI/c1-20-14(12-18-15(20)22(24)25)13-27-28(26,21(9-6-16)10-7-17)19-8-5-11-23(2,3)4;/h12H,5-11,13H2,1-4H3,(H,19,26);1H/q+1;/p-1

Standard InChI Key:  UDNCTJQFVAKQRM-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: 460.32

Molecular Weight (Monoisotopic): 459.1438

AlogP: 2.42

#Rotatable Bonds: 14

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: 13.70

CX Basic pKa: ┄

CX LogP: -3.50

CX LogD: -3.50

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.11

Np Likeness Score: -0.23

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