ID: ALA2153706

Max Phase: Preclinical

Molecular Formula: C23H29N7O5

Molecular Weight: 483.53

Molecule Type: Small molecule

Representations

Canonical SMILES:  C=CCN1c2c(N)nc(N)nc2CCC1CNc1ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc1

Standard InChI:  InChI=1S/C23H29N7O5/c1-2-11-30-15(7-8-16-19(30)20(24)29-23(25)28-16)12-26-14-5-3-13(4-6-14)21(33)27-17(22(34)35)9-10-18(31)32/h2-6,15,17,26H,1,7-12H2,(H,27,33)(H,31,32)(H,34,35)(H4,24,25,28,29)/t15?,17-/m0/s1

Standard InChI Key:  PFMYSPVFKUTVOH-LWKPJOBUSA-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: 483.53

Molecular Weight (Monoisotopic): 483.2230

AlogP: 1.11

#Rotatable Bonds: 11

Polar Surface Area: 196.79

Molecular Species: ZWITTERION

HBA: 9

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.32

CX Basic pKa: 8.98

CX LogP: -2.34

CX LogD: -4.67

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.25

Np Likeness Score: -0.32

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