ID: ALA4229268

Max Phase: Preclinical

Molecular Formula: C25H26F3N5O5

Molecular Weight: 533.51

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cc(C(=O)N2CC[C@@H](NC(=O)c3ccccc3OC(F)(F)F)c3c2cnn3C(C)C)cnc1OC

Standard InChI:  InChI=1S/C25H26F3N5O5/c1-14(2)33-21-17(31-22(34)16-7-5-6-8-19(16)38-25(26,27)28)9-10-32(18(21)13-30-33)24(35)15-11-20(36-3)23(37-4)29-12-15/h5-8,11-14,17H,9-10H2,1-4H3,(H,31,34)/t17-/m1/s1

Standard InChI Key:  MOKGQUKWOUYHHS-QGZVFWFLSA-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: 533.51

Molecular Weight (Monoisotopic): 533.1886

AlogP: 4.30

#Rotatable Bonds: 7

Polar Surface Area: 107.81

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.20

CX Basic pKa: 2.13

CX LogP: 3.29

CX LogD: 3.29

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.48

Np Likeness Score: -1.42

References

1. Kojima T, Asano Y, Kurasawa O, Hirata Y, Iwamura N, Wong TT, Saito B, Tanaka Y, Arai R, Yonemori K, Miyamoto Y, Sagiya Y, Yaguchi M, Shibata S, Mizutani A, Sano O, Adachi R, Satomi Y, Hirayama M, Aoyama K, Hiura Y, Kiba A, Kitamura S, Imamura S..  (2018)  Discovery of novel serine palmitoyltransferase inhibitors as cancer therapeutic agents.,  26  (9): [PMID:29669694] [10.1016/j.bmc.2018.04.008]

Source

Source(1):

• Scientific Literature