ID: ALA2153713

Max Phase: Preclinical

Molecular Formula: C23H28BrN7O5

Molecular Weight: 562.43

Molecule Type: Small molecule

Representations

Canonical SMILES:  C=CCN1c2c(N)nc(N)nc2CCC1CNc1ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc1Br

Standard InChI:  InChI=1S/C23H28BrN7O5/c1-2-9-31-13(4-6-16-19(31)20(25)30-23(26)29-16)11-27-15-5-3-12(10-14(15)24)21(34)28-17(22(35)36)7-8-18(32)33/h2-3,5,10,13,17,27H,1,4,6-9,11H2,(H,28,34)(H,32,33)(H,35,36)(H4,25,26,29,30)/t13?,17-/m0/s1

Standard InChI Key:  WDHACPDURGLUTQ-RUINGEJQSA-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: 562.43

Molecular Weight (Monoisotopic): 561.1335

AlogP: 1.87

#Rotatable Bonds: 11

Polar Surface Area: 196.79

Molecular Species: ZWITTERION

HBA: 9

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.66

CX Basic pKa: 8.98

CX LogP: -1.62

CX LogD: -3.96

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.22

Np Likeness Score: -0.48

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