SID22405488

ID: ALA1517738

Chembl Id: CHEMBL1517738

Cas Number: 25436-90-2

PubChem CID: 6441458

Max Phase: Preclinical

Molecular Formula: C20H32O2

Molecular Weight: 304.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=CCC[C@@H]2[C@@](C)(CC/C(C)=C/C(=O)O)[C@H](C)CC[C@@]12C

Standard InChI:  InChI=1S/C20H32O2/c1-14(13-18(21)22)9-11-19(4)16(3)10-12-20(5)15(2)7-6-8-17(19)20/h7,13,16-17H,6,8-12H2,1-5H3,(H,21,22)/b14-13+/t16-,17-,19+,20+/m1/s1

Standard InChI Key:  NLVMTSRTOGOFQD-MWRQYBNOSA-N

Alternative Forms

1. Parent:

   

   ALA1517738

   KOLAVENIC ACID

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

Calculated Properties

Molecular Weight: 304.47

Molecular Weight (Monoisotopic): 304.2402

AlogP: 5.60

#Rotatable Bonds: 4

Polar Surface Area: 37.30

Molecular Species: ACID

HBA: 1

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.84

CX Basic pKa: ┄

CX LogP: 5.42

CX LogD: 2.90

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.54

Np Likeness Score: 3.16

References

1. PubChem BioAssay data set, 

2. Salah MA, Bedir E, Toyang NJ, Khan IA, Harries MD, Wedge DE..  (2003)  Antifungal clerodane diterpenes from Macaranga monandra (L) Muell. et Arg. (Euphorbiaceae).,  51  (26): [PMID:14664515] [10.1021/jf034682w]

3. Khan AK, Ahmed A, Hussain M, Khan IA, Ali SA, Farooq AD, Faizi S..  (2017)  Antibiofilm potential of 16-oxo-cleroda-3, 13(14) E-diene-15 oic acid and its five new γ-amino γ-lactone derivatives against methicillin resistant Staphylococcus aureus and Streptococcus mutans.,  138  [PMID:28692914] [10.1016/j.ejmech.2017.06.065]

4. Kurisawa N, Yukawa M, Koshino H, Onodera T, Toda T, Kimura KI..  (2020)  Kolavenic acid analog restores growth in HSET-overproducing fission yeast cells and multipolar mitosis in MDA-MB-231 human cells.,  28  (1): [PMID:31753800] [10.1016/j.bmc.2019.115154]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays