ID: ALA2153703

Max Phase: Preclinical

Molecular Formula: C26H33N7O5

Molecular Weight: 523.59

Molecule Type: Small molecule

Representations

Canonical SMILES:  C=CCN(CC1CCc2nc(N)nc(N)c2N1CC=C)c1ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc1

Standard InChI:  InChI=1S/C26H33N7O5/c1-3-13-32(15-18-9-10-19-22(33(18)14-4-2)23(27)31-26(28)30-19)17-7-5-16(6-8-17)24(36)29-20(25(37)38)11-12-21(34)35/h3-8,18,20H,1-2,9-15H2,(H,29,36)(H,34,35)(H,37,38)(H4,27,28,30,31)/t18?,20-/m0/s1

Standard InChI Key:  JYTSGRLKDGDPGP-IJHRGXPZSA-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: 523.59

Molecular Weight (Monoisotopic): 523.2543

AlogP: 1.69

#Rotatable Bonds: 13

Polar Surface Area: 188.00

Molecular Species: ZWITTERION

HBA: 9

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.25

CX Basic pKa: 8.98

CX LogP: -0.74

CX LogD: -3.31

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.24

Np Likeness Score: -0.52

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