ID: ALA2396678

Max Phase: Preclinical

Molecular Formula: C40H41NO9

Molecular Weight: 679.77

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc(C(=O)O[C@H]2C[C@H]3[C@]4(C)CO[C@@H](c5ccccc5)O[C@H]4CC[C@]3(C)[C@H]3[C@@H](O)c4c(cc(-c5cccnc5)oc4=O)O[C@]23C)cc1

Standard InChI:  InChI=1S/C40H41NO9/c1-38-17-16-30-39(2,22-46-37(49-30)24-9-6-5-7-10-24)29(38)20-31(48-35(43)23-12-14-26(45-4)15-13-23)40(3)34(38)33(42)32-28(50-40)19-27(47-36(32)44)25-11-8-18-41-21-25/h5-15,18-19,21,29-31,33-34,37,42H,16-17,20,22H2,1-4H3/t29-,30+,31+,33+,34-,37-,38+,39+,40-/m1/s1

Standard InChI Key:  XIAXCKTUNUGJKS-WVGFPPCDSA-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: 679.77

Molecular Weight (Monoisotopic): 679.2781

AlogP: 6.68

#Rotatable Bonds: 5

Polar Surface Area: 126.55

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.84

CX Basic pKa: 4.21

CX LogP: 5.09

CX LogD: 5.09

Aromatic Rings: 4

Heavy Atoms: 50

QED Weighted: 0.23

Np Likeness Score: 1.38

References

1. Ohtawa M, Yamazaki H, Ohte S, Matsuda D, Ohshiro T, Rudel LL, Ōmura S, Tomoda H, Nagamitsu T..  (2013)  Synthesis and structure-activity relationship of pyripyropene A derivatives as potent and selective acyl-CoA:cholesterol acyltransferase 2 (ACAT2) inhibitors: part 3.,  23  (13): [PMID:23711919] [10.1016/j.bmcl.2013.04.075]

Source

Source(1):

• Scientific Literature