ID: ALA495066

Max Phase: Preclinical

Molecular Formula: C30H46O4

Molecular Weight: 470.69

Molecule Type: Small molecule

Representations

Synonyms (1): Koetjapic Acid
Synonyms from Alternative Forms(1):

Canonical SMILES:  C=C(C)[C@@H]1CC[C@]2(C)[C@H](CC=C3[C@@H]4C[C@@](C)(C(=O)O)CC[C@]4(C)CC[C@]32C)[C@@]1(C)CCC(=O)O

Standard InChI:  InChI=1S/C30H46O4/c1-19(2)20-10-13-30(7)23(28(20,5)12-11-24(31)32)9-8-21-22-18-27(4,25(33)34)15-14-26(22,3)16-17-29(21,30)6/h8,20,22-23H,1,9-18H2,2-7H3,(H,31,32)(H,33,34)/t20-,22-,23+,26+,27-,28-,29+,30+/m0/s1

Standard InChI Key:  ASOUKQDZWGOCBR-ICSARBIRSA-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: 470.69

Molecular Weight (Monoisotopic): 470.3396

AlogP: 7.49

#Rotatable Bonds: 5

Polar Surface Area: 74.60

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.42

CX Basic pKa:

CX LogP: 6.77

CX LogD: 1.56

Aromatic Rings: 0

Heavy Atoms: 34

QED Weighted: 0.41

Np Likeness Score: 3.11

References

1. Sun DA, Starck SR, Locke EP, Hecht SM..  (1999)  DNA polymerase beta inhibitors from Sandoricum koetjape.,  62  (8): [PMID:10479314] [10.1021/np990104r]

2. Tanaka T, Koyano T, Kowithayakorn T, Fujimoto H, Okuyama E, Hayashi M, Komiyama K, Ishibashi M..  (2001)  New multiflorane-type triterpenoid acids from Sandoricum indicum.,  64  (9): [PMID:11575968] [10.1021/np010196w]

3. Muhammad I, El Sayed KA, Mossa JS, Al-Said MS, El-Feraly FS, Clark AM, Hufford CD, Oh S, Mayer AM..  (2000)  Bioactive 12-oleanene triterpene and secotriterpene acids from Maytenus undata.,  63  (5): [PMID:10843569] [10.1021/np990456y]

4. Kaneda N, Pezzuto JM, Kinghorn AD, Farnsworth NR, Santisuk T, Tuchinda P, Udchachon J, Reutrakul V..  (1992)  Plant anticancer agents, L. cytotoxic triterpenes from Sandoricum koetjape stems.,  55  (5): [PMID:1517737] [10.1021/np50083a016]

5. He XF, Wang XN, Yin S, Dong L, Yue JM..  (2011)  Ring A-seco triterpenoids with antibacterial activity from Dysoxylum hainanense.,  21  (1): [PMID:21131198] [10.1016/j.bmcl.2010.11.057]

Source

Source(1):

• Scientific Literature