ID: ALA523827

Max Phase: Preclinical

Molecular Formula: C29H44O4

Molecular Weight: 456.67

Molecule Type: Small molecule

Representations

Synonyms (1): ilekudinol B
Synonyms from Alternative Forms(1):

Canonical SMILES:  C=C1[C@@H](O)[C@H](O)C[C@]2(C)[C@H]3CC=C4[C@@H]5[C@@H](C)[C@H](C)CC[C@]5(C(=O)O)CC[C@@]4(C)[C@]3(C)CC[C@@H]12

Standard InChI:  InChI=1S/C29H44O4/c1-16-9-12-29(25(32)33)14-13-27(5)20(23(29)17(16)2)7-8-22-26(4)15-21(30)24(31)18(3)19(26)10-11-28(22,27)6/h7,16-17,19,21-24,30-31H,3,8-15H2,1-2,4-6H3,(H,32,33)/t16-,17+,19+,21-,22-,23+,24-,26+,27-,28-,29+/m1/s1

Standard InChI Key:  RDOIACMZJPLQIZ-FNVOJQHCSA-N

Molecule Features

Natural Product: Yes

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: 456.67

Molecular Weight (Monoisotopic): 456.3240

AlogP: 5.59

#Rotatable Bonds: 1

Polar Surface Area: 77.76

Molecular Species: ACID

HBA: 3

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.77

CX Basic pKa:

CX LogP: 4.86

CX LogD: 2.28

Aromatic Rings: 0

Heavy Atoms: 33

QED Weighted: 0.45

Np Likeness Score: 3.42

References

1. Nishimura K, Fukuda T, Miyase T, Noguchi H, Chen XM..  (1999)  Activity-guided isolation of triterpenoid acyl CoA cholesteryl acyl transferase (ACAT) inhibitors from Ilex kudincha.,  62  (7): [PMID:10425145] [10.1021/np990019j]

2. Wang C, Wu P, Tian S, Xue J, Xu L, Li H, Wei X..  (2016)  Bioactive Pentacyclic Triterpenoids from the Leaves of Cleistocalyx operculatus.,  79  (11): [PMID:27797185] [10.1021/acs.jnatprod.6b00715]

3. Wen Q, Lu Y, Chao Z, Chen DF..  (2017)  Anticomplement triterpenoids from the roots of Ilex asprella.,  27  (4): [PMID:28094185] [10.1016/j.bmcl.2017.01.007]

Source

Source(1):

• Scientific Literature