ID: ALA3800345

Max Phase: Preclinical

Molecular Formula: C40H61Cl2FN9O13P

Molecular Weight: 996.86

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@H](NC(=O)[C@@H]1C[C@@H](O)CN1C(=O)CCCC(=O)O)C(=O)N[C@@H](CO)C(=O)N[C@H](C(=O)N[C@@H](CCC(N)=O)C(=O)Nc1ccc(COP(N)(=O)N(CCCl)CCCl)c(F)c1)C1CCCCC1

Standard InChI:  InChI=1S/C40H61Cl2FN9O13P/c1-23(46-39(62)31-19-27(54)20-52(31)33(56)8-5-9-34(57)58)36(59)49-30(21-53)38(61)50-35(24-6-3-2-4-7-24)40(63)48-29(12-13-32(44)55)37(60)47-26-11-10-25(28(43)18-26)22-65-66(45,64)51(16-14-41)17-15-42/h10-11,18,23-24,27,29-31,35,53-54H,2-9,12-17,19-22H2,1H3,(H2,44,55)(H2,45,64)(H,46,62)(H,47,60)(H,48,63)(H,49,59)(H,50,61)(H,57,58)/t23-,27+,29-,30-,31-,35-,66?/m0/s1

Standard InChI Key:  SFPZCWYJGDSDIL-HVBOWTOCSA-N

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

Properties

Molecular Weight: 996.86

Molecular Weight (Monoisotopic): 995.3488

AlogP: 0.14

#Rotatable Bonds: 27

Polar Surface Area: 342.22

Molecular Species: ZWITTERION

HBA: 12

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 22

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.09

CX Basic pKa: 20.55

CX LogP: -2.65

CX LogD: -5.75

Aromatic Rings: 1

Heavy Atoms: 66

QED Weighted: 0.04

Np Likeness Score: -0.40

References

1. Wu X, Hu L..  (2016)  Design and synthesis of peptide conjugates of phosphoramide mustard as prodrugs activated by prostate-specific antigen.,  24  (12): [PMID:27156193] [10.1016/j.bmc.2016.04.035]

Source

Source(1):

• Scientific Literature