ID: ALA442938

Max Phase: Preclinical

Molecular Formula: C39H54O6

Molecular Weight: 618.86

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@H]1[C@H](C)CC[C@]2(C(=O)O)CC[C@]3(COC(=O)/C=C/c4ccc(O)cc4)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@H]12

Standard InChI:  InChI=1S/C39H54O6/c1-24-15-20-38(34(43)44)21-22-39(23-45-32(42)14-9-26-7-10-27(40)11-8-26)28(33(38)25(24)2)12-13-30-36(5)18-17-31(41)35(3,4)29(36)16-19-37(30,39)6/h7-12,14,24-25,29-31,33,40-41H,13,15-23H2,1-6H3,(H,43,44)/b14-9+/t24-,25+,29+,30-,31+,33+,36+,37-,38+,39+/m1/s1

Standard InChI Key:  RZHJGXXCTIXCRI-HLWIYMQRSA-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: 618.86

Molecular Weight (Monoisotopic): 618.3920

AlogP: 8.03

#Rotatable Bonds: 5

Polar Surface Area: 104.06

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.49

CX Basic pKa:

CX LogP: 8.03

CX LogD: 5.21

Aromatic Rings: 1

Heavy Atoms: 45

QED Weighted: 0.18

Np Likeness Score: 2.64

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, Wang R, Chen Y, Wang L, Zhou S, Wang H..  (2019)  Discovery of an EGFR tyrosine kinase inhibitor from Ilex latifolia in breast cancer therapy.,  29  (11): [PMID:30962086] [10.1016/j.bmcl.2019.04.009]

3. Kruakaew S, Seeka C, Yahuafai J, Siripong P, Sutthivaiyakit S..  (2019)  Cytotoxic 20,22-Dihydrodigitoxigenin Glycosides and Other Constituents of Vallaris glabra Stems.,  82  (12): [PMID:31820973] [10.1021/acs.jnatprod.9b00803]

Source

Source(1):

• Scientific Literature