ID: ALA2398799

Max Phase: Preclinical

Molecular Formula: C39H38N2O10

Molecular Weight: 694.74

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@@]12CO[C@@H](c3ccccc3)O[C@H]1CC[C@@]1(C)[C@H]2C[C@H](OC(=O)c2ccc([N+](=O)[O-])cc2)[C@@]2(C)Oc3cc(-c4cccnc4)oc(=O)c3[C@H](O)[C@H]12

Standard InChI:  InChI=1S/C39H38N2O10/c1-37-16-15-29-38(2,21-47-36(50-29)23-8-5-4-6-9-23)28(37)19-30(49-34(43)22-11-13-25(14-12-22)41(45)46)39(3)33(37)32(42)31-27(51-39)18-26(48-35(31)44)24-10-7-17-40-20-24/h4-14,17-18,20,28-30,32-33,36,42H,15-16,19,21H2,1-3H3/t28-,29+,30+,32+,33-,36-,37+,38+,39-/m1/s1

Standard InChI Key:  XFYILCZWJPXUMJ-MKSFZIRSSA-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: 694.74

Molecular Weight (Monoisotopic): 694.2526

AlogP: 6.58

#Rotatable Bonds: 5

Polar Surface Area: 160.46

Molecular Species: NEUTRAL

HBA: 11

HBD: 1

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 13.84

CX Basic pKa: 4.21

CX LogP: 5.18

CX LogD: 5.18

Aromatic Rings: 4

Heavy Atoms: 51

QED Weighted: 0.14

Np Likeness Score: 1.16

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