ID: ALA2153714

Max Phase: Preclinical

Molecular Formula: C23H28Br3N7O5

Molecular Weight: 722.23

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1nc(N)c2c(n1)CCC(CNc1ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc1Br)N2CC(Br)CBr

Standard InChI:  InChI=1S/C23H28Br3N7O5/c24-8-12(25)10-33-13(2-4-16-19(33)20(27)32-23(28)31-16)9-29-15-3-1-11(7-14(15)26)21(36)30-17(22(37)38)5-6-18(34)35/h1,3,7,12-13,17,29H,2,4-6,8-10H2,(H,30,36)(H,34,35)(H,37,38)(H4,27,28,31,32)/t12?,13?,17-/m0/s1

Standard InChI Key:  VKLXJLRUYHRCLE-FVKWTLKZSA-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: 722.23

Molecular Weight (Monoisotopic): 718.9702

AlogP: 2.84

#Rotatable Bonds: 12

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: 1.98

CX Basic pKa: 8.99

CX LogP: -0.35

CX LogD: -2.93

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.18

Np Likeness Score: -0.36

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