ID: ALA3343594

Max Phase: Preclinical

Molecular Formula: C26H36O4

Molecular Weight: 412.57

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)C1=C[C@@]23CC[C@@H]4[C@](C)(CCC[C@@]4(C)C(=O)O)[C@H]2C[C@@H]1[C@H]1C(=O)CCC(=O)[C@H]13

Standard InChI:  InChI=1S/C26H36O4/c1-14(2)16-13-26-11-8-19-24(3,9-5-10-25(19,4)23(29)30)20(26)12-15(16)21-17(27)6-7-18(28)22(21)26/h13-15,19-22H,5-12H2,1-4H3,(H,29,30)/t15-,19+,20+,21-,22+,24-,25+,26-/m0/s1

Standard InChI Key:  JPGGQHZUOUAFHK-IXUWWIPVSA-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: 412.57

Molecular Weight (Monoisotopic): 412.2614

AlogP: 5.06

#Rotatable Bonds: 2

Polar Surface Area: 71.44

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.25

CX Basic pKa:

CX LogP: 4.63

CX LogD: 1.63

Aromatic Rings: 0

Heavy Atoms: 30

QED Weighted: 0.64

Np Likeness Score: 2.26

References

1. Tretyakova EV, Smirnova IE, Kazakova OB, Tolstikov GA, Yavorskaya NP, Golubeva IS, Pugacheva RB, Apryshko GN, Poroikov VV..  (2014)  Synthesis and anticancer activity of quinopimaric and maleopimaric acids’ derivatives.,  22  (22): [PMID:25440729] [10.1016/j.bmc.2014.09.030]

2. Tretyakova EV, Smirnova IE, Salimova EV, Odinokov VN..  (2015)  Synthesis and antiviral activity of maleopimaric and quinopimaric acids' derivatives.,  23  (20): [PMID:26372075] [10.1016/j.bmc.2015.09.006]

Source

Source(1):

• Scientific Literature