ID: ALA2153708

Max Phase: Preclinical

Molecular Formula: C20H25N7O5

Molecular Weight: 443.46

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1nc(N)c2c(n1)CCC(CNc1ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc1)N2

Standard InChI:  InChI=1S/C20H25N7O5/c21-17-16-13(26-20(22)27-17)6-5-12(24-16)9-23-11-3-1-10(2-4-11)18(30)25-14(19(31)32)7-8-15(28)29/h1-4,12,14,23-24H,5-9H2,(H,25,30)(H,28,29)(H,31,32)(H4,21,22,26,27)/t12?,14-/m0/s1

Standard InChI Key:  NJZPEYYRVZHUEO-PYMCNQPYSA-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: 443.46

Molecular Weight (Monoisotopic): 443.1917

AlogP: 0.53

#Rotatable Bonds: 9

Polar Surface Area: 205.58

Molecular Species: ZWITTERION

HBA: 9

HBD: 7

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.32

CX Basic pKa: 8.99

CX LogP: -3.67

CX LogD: -6.03

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.28

Np Likeness Score: -0.10

References

1. Zhang Z, Tian C, Zhou S, Wang W, Guo Y, Xia J, Liu Z, Wang B, Wang X, Golding BT, Griff RJ, Du Y, Liu J..  (2012)  Mechanism-based design, synthesis and biological studies of N⁵-substituted tetrahydrofolate analogs as inhibitors of cobalamin-dependent methionine synthase and potential anticancer agents.,  58  [PMID:23124219] [10.1016/j.ejmech.2012.09.027]

Source

Source(1):

• Scientific Literature