ID: ALA4454587

Max Phase: Preclinical

Molecular Formula: C24H25ClFN5O4

Molecular Weight: 501.95

Molecule Type: Unknown

Representations

Canonical SMILES:  NCCCNC(=O)c1cc2cc(N3CC[C@](O)(C(=O)NCc4cc(F)cc(Cl)c4)C3=O)ccc2[nH]1

Standard InChI:  InChI=1S/C24H25ClFN5O4/c25-16-8-14(9-17(26)12-16)13-29-22(33)24(35)4-7-31(23(24)34)18-2-3-19-15(10-18)11-20(30-19)21(32)28-6-1-5-27/h2-3,8-12,30,35H,1,4-7,13,27H2,(H,28,32)(H,29,33)/t24-/m0/s1

Standard InChI Key:  NEFMYAUTOXJRLT-DEOSSOPVSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 501.95

Molecular Weight (Monoisotopic): 501.1579

AlogP: 1.82

#Rotatable Bonds: 8

Polar Surface Area: 140.55

Molecular Species: BASE

HBA: 5

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.80

CX Basic pKa: 9.72

CX LogP: 0.19

CX LogD: -1.82

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.24

Np Likeness Score: -1.08

References

1. Heinrich T, Seenisamy J, Becker F, Blume B, Bomke J, Dietz M, Eckert U, Friese-Hamim M, Gunera J, Hansen K, Leuthner B, Musil D, Pfalzgraf J, Rohdich F, Siegl C, Spuck D, Wegener A, Zenke FT..  (2019)  Identification of Methionine Aminopeptidase-2 (MetAP-2) Inhibitor M8891: A Clinical Compound for the Treatment of Cancer.,  62  (24): [PMID:31725285] [10.1021/acs.jmedchem.9b01070]

Source

Source(1):

• Scientific Literature