ID: ALA470465

Max Phase: Preclinical

Molecular Formula: C31H44O3

Molecular Weight: 464.69

Molecule Type: Small molecule

Representations

Canonical SMILES:  C#CC(O)/C=C/CCCCCC#CC/C=C\CCCCCCCCCCC/C=C\C#CC(=O)O

Standard InChI:  InChI=1S/C31H44O3/c1-2-30(32)28-26-24-22-20-18-16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31(33)34/h1,6,8,23,25-26,28,30,32H,3-5,7,9-11,13,15-22,24H2,(H,33,34)/b8-6-,25-23-,28-26+

Standard InChI Key:  ACNZSZPAYNDIRJ-SWFYLXDKSA-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: 464.69

Molecular Weight (Monoisotopic): 464.3290

AlogP: 7.37

#Rotatable Bonds: 19

Polar Surface Area: 57.53

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.21

CX Basic pKa:

CX LogP: 9.64

CX LogD: 6.19

Aromatic Rings: 0

Heavy Atoms: 34

QED Weighted: 0.12

Np Likeness Score: 2.09

References

1. Li HY, Matsunaga S, Fusetani N..  (1994)  Corticatic acids A-C, antifungal acetylenic acids from the marine sponge, Petrosia corticata.,  57  (10): [PMID:7807132] [10.1021/np50112a022]

2. Nakao Y, Uehara T, Matsunaga S, Fusetani N, van Soest RW..  (2002)  Callyspongynic acid, a polyacetylenic acid which inhibits alpha-glucosidase, from the marine sponge Callyspongia truncata.,  65  (6): [PMID:12088440] [10.1021/np0106642]

3. Nishimura S, Matsunaga S, Shibazaki M, Suzuki K, Harada N, Naoki H, Fusetani N..  (2002)  Corticatic acids D and E, polyacetylenic geranylgeranyltransferase type I inhibitors, from the marine sponge Petrosia corticata.,  65  (9): [PMID:12350165] [10.1021/np020080f]

Source

Source(1):

• Scientific Literature