NPASS drugs

Drug Information

Drug ID:	NPD6118
Drug Name:	Cholic Acid
Molecular Formula:	C24H40O5
Canonical SMILES:	O[C@@H]1CC[C@]2([C@@H](C1)C[C@H]([C@@H]1[C@@H]2C[C@H](O)[C@]2([C@H]1CC[C@@H]2[C@@H](CCC(=O)O)C)C)O)C
Standard InCHI:	"InChI=1S/C24H40O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-20,22,25-27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,15-,16-,17+,18+,19-,20+,22+,23+,24-/m1/s1"
Standard InCHIKey:	BHQCQFFYRZLCQQ-OELDTZBJSA-N
Max Developmental Stage:	Phase 4
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6118

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	110786
0.1-0.2	90151
0.2-0.3	10188
0.3-0.4	442
0.4-0.5	49
0.5-0.6	37
0.6-0.7	46
0.7-0.8	30
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	6

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	1.0	NPC321391
High Similarity	1.0	NPC182184
High Similarity	1.0	NPC324700
High Similarity	1.0	NPC80089
High Similarity	1.0	NPC15342
High Similarity	1.0	NPC612028
Intermediate Similarity	0.7736	NPC322259
Intermediate Similarity	0.7736	NPC316863
Intermediate Similarity	0.7692	NPC224463
Intermediate Similarity	0.7692	NPC279066
Intermediate Similarity	0.7692	NPC325493
Intermediate Similarity	0.7692	NPC126287
Intermediate Similarity	0.7692	NPC74105
Intermediate Similarity	0.7692	NPC171426
Intermediate Similarity	0.7692	NPC34046
Intermediate Similarity	0.7692	NPC163969
Intermediate Similarity	0.7692	NPC186084
Intermediate Similarity	0.7692	NPC91780
Intermediate Similarity	0.7692	NPC611939
Intermediate Similarity	0.7692	NPC611972
Intermediate Similarity	0.7636	NPC184586
Intermediate Similarity	0.75	NPC320282
Intermediate Similarity	0.75	NPC212686
Intermediate Similarity	0.75	NPC184483
Intermediate Similarity	0.75	NPC74495
Intermediate Similarity	0.7407	NPC157337
Intermediate Similarity	0.7407	NPC4209
Intermediate Similarity	0.7407	NPC322144
Intermediate Similarity	0.7407	NPC10589
Intermediate Similarity	0.7407	NPC599839
Intermediate Similarity	0.7368	NPC188848
Intermediate Similarity	0.7193	NPC510915
Intermediate Similarity	0.7119	NPC169383
Intermediate Similarity	0.7119	NPC280224
Intermediate Similarity	0.7069	NPC70951
Intermediate Similarity	0.7018	NPC504551
Remote Similarity	0.6949	NPC24656
Remote Similarity	0.6897	NPC106654
Remote Similarity	0.6885	NPC171698
Remote Similarity	0.6885	NPC288680
Remote Similarity	0.6885	NPC146975
Remote Similarity	0.6792	NPC21050
Remote Similarity	0.6792	NPC322346
Remote Similarity	0.6792	NPC16257
Remote Similarity	0.6774	NPC321067
Remote Similarity	0.6667	NPC20620
Remote Similarity	0.6613	NPC115767
Remote Similarity	0.6562	NPC159390
Remote Similarity	0.6562	NPC319440
Remote Similarity	0.6562	NPC602196
Remote Similarity	0.6545	NPC321324
Remote Similarity	0.6545	NPC317310
Remote Similarity	0.6545	NPC134070
Remote Similarity	0.6545	NPC48899
Remote Similarity	0.6545	NPC116938
Remote Similarity	0.6545	NPC161252
Remote Similarity	0.65	NPC114884
Remote Similarity	0.6491	NPC201276
Remote Similarity	0.6491	NPC328353
Remote Similarity	0.6441	NPC58424
Remote Similarity	0.6429	NPC199467
Remote Similarity	0.6429	NPC212638
Remote Similarity	0.6429	NPC9065
Remote Similarity	0.6429	NPC325717
Remote Similarity	0.6429	NPC1916
Remote Similarity	0.6429	NPC193262
Remote Similarity	0.6316	NPC60653
Remote Similarity	0.6308	NPC316961
Remote Similarity	0.625	NPC319029
Remote Similarity	0.625	NPC509088
Remote Similarity	0.625	NPC592252
Remote Similarity	0.6212	NPC63474
Remote Similarity	0.6167	NPC123342
Remote Similarity	0.6167	NPC545367
Remote Similarity	0.6167	NPC568720
Remote Similarity	0.614	NPC242396
Remote Similarity	0.614	NPC167702
Remote Similarity	0.614	NPC239511
Remote Similarity	0.614	NPC280026
Remote Similarity	0.614	NPC323508
Remote Similarity	0.614	NPC547968
Remote Similarity	0.614	NPC608481
Remote Similarity	0.5763	NPC325589
Remote Similarity	0.5738	NPC185465
Remote Similarity	0.5738	NPC92496
Remote Similarity	0.5738	NPC562877
Remote Similarity	0.5714	NPC318201
Remote Similarity	0.569	NPC57462
Remote Similarity	0.569	NPC318987
Remote Similarity	0.5667	NPC317194
Remote Similarity	0.5574	NPC258174
Remote Similarity	0.5574	NPC317975
Remote Similarity	0.5574	NPC582974
Remote Similarity	0.5556	NPC327626
Remote Similarity	0.5556	NPC517962
Remote Similarity	0.5556	NPC597521
Remote Similarity	0.55	NPC143134
Remote Similarity	0.55	NPC121121
Remote Similarity	0.5484	NPC320144
Remote Similarity	0.5469	NPC536821
Remote Similarity	0.5385	NPC73118
Remote Similarity	0.5385	NPC540591
Remote Similarity	0.5352	NPC531465
Remote Similarity	0.5333	NPC207010
Remote Similarity	0.5333	NPC288832
Remote Similarity	0.5333	NPC41698
Remote Similarity	0.5333	NPC317913
Remote Similarity	0.5333	NPC611813
Remote Similarity	0.5323	NPC28696
Remote Similarity	0.5238	NPC161000
Remote Similarity	0.5231	NPC270957
Remote Similarity	0.5231	NPC119633
Remote Similarity	0.5224	NPC175419
Remote Similarity	0.5147	NPC539218
Remote Similarity	0.5147	NPC546655
Remote Similarity	0.5079	NPC325343
Remote Similarity	0.5075	NPC108078
Remote Similarity	0.5075	NPC605452
Remote Similarity	0.5072	NPC496679

Drug Structure

NPD6118 OpenBabel08211708292D 33 36 0 0 1 0 0 0 0 0999 V2000 -0.0015 1.9556 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5425 -0.4524 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 1.0141 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6946 1.9551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6937 -0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6935 -0.9784 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6949 2.9326 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2366 -1.4660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3895 -0.9770 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3901 -2.9340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6958 -2.9345 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6949 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8479 1.4666 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5431 -2.4450 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.2368 -2.4445 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8476 0.4890 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0003 -0.9779 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6952 -0.9775 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8482 -2.4455 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8473 0.4895 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5416 3.4211 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8479 -1.4670 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5428 -1.4665 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.0841 -2.9332 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0009 -2.9350 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8470 1.4681 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5419 4.3987 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3880 2.9321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7382 -2.2061 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2023 -3.8922 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8042 1.6718 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2347 3.4207 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 23 1 0 0 0 0 3 24 1 0 0 0 0 4 7 1 0 0 0 0 4 13 1 0 0 0 0 5 6 1 0 0 0 0 5 16 1 0 0 0 0 6 17 1 0 0 0 0 7 21 1 0 0 0 0 8 9 1 0 0 0 0 8 15 1 0 0 0 0 9 23 1 0 0 0 0 10 14 1 0 0 0 0 10 15 1 0 0 0 0 11 14 1 0 0 0 0 11 19 1 0 0 0 0 12 18 1 0 0 0 0 12 20 1 0 0 0 0 13 1 1 1 0 0 0 13 16 1 0 0 0 0 14 23 1 1 0 0 0 15 25 1 1 0 0 0 16 24 1 6 0 0 0 17 22 1 0 0 0 0 17 24 1 6 0 0 0 18 22 1 0 0 0 0 18 23 1 6 0 0 0 19 22 1 0 0 0 0 19 26 1 1 0 0 0 20 24 1 1 0 0 0 20 27 1 0 0 0 0 21 28 2 0 0 0 0 21 29 1 0 0 0 0 25 30 1 0 0 0 0 26 31 1 0 0 0 0 27 32 1 0 0 0 0 29 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB02659
ChEMBL	CHEMBL205596
IUPHAR/BPS	609
PharmaGKB
KEGG Drug	D10699
PubChem CID	0
ChEBI	16359
CAS Number	81-25-4

Drug Properties

Molecular Weight	408.29
ALogP	-0.4664
MLogP	3.55
XLogP	4.093
HDA	5
HBD	4
Rotatable Bonds	11
TPSA	97.99
RO5 Violation	0