ID: ALA495066
Chembl Id: CHEMBL495066
Cas Number: 142905-27-9
PubChem CID: 15513441
Max Phase: Preclinical
Molecular Formula: C30H46O4
Molecular Weight: 470.69
Molecule Type: Small molecule
Associated Items:
Synonyms: Koetjapic Acid | Koetjapic acid|CHEMBL495066|(3S,4aR,6aR,7S,8S,10aR,10bS,12aS)-7-(2-carboxyethyl)-3,7,10a,10b,12a-pentamethyl-8-prop-1-en-2-yl-2,4,4a,6,6a,8,9,10,11,12-decahydro-1H-chrysene-3-carboxylic acid|142905-27-9|CHEBI:191779|DTXSID401317222|BDBM50250352|3,4-seco-olean-4(23),12-diene-3,30-dioic acid
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
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| 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 |
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| 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 |
| 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] |
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