NPASS drugs

Drug Information

Drug ID:	NPD6114
Drug Name:	Chenodeoxycholic Acid
Molecular Formula:	C24H40O4
Canonical SMILES:	O[C@@H]1CC[C@]2([C@@H](C1)C[C@H]([C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](CCC(=O)O)C)C)O)C
Standard InCHI:	"InChI=1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16-,17-,18+,19+,20-,22+,23+,24-/m1/s1"
Standard InCHIKey:	RUDATBOHQWOJDD-BSWAIDMHSA-N
Max Developmental Stage:	Phase 4
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6114

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	104507
0.1-0.2	92963
0.2-0.3	12872
0.3-0.4	1151
0.4-0.5	142
0.5-0.6	41
0.6-0.7	22
0.7-0.8	24
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	12

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	NPC224463
High Similarity	1.0	NPC279066
High Similarity	1.0	NPC325493
High Similarity	1.0	NPC126287
High Similarity	1.0	NPC74105
High Similarity	1.0	NPC171426
High Similarity	1.0	NPC34046
High Similarity	1.0	NPC163969
High Similarity	1.0	NPC186084
High Similarity	1.0	NPC91780
High Similarity	1.0	NPC611939
High Similarity	1.0	NPC611972
Intermediate Similarity	0.7692	NPC321391
Intermediate Similarity	0.7692	NPC182184
Intermediate Similarity	0.7692	NPC324700
Intermediate Similarity	0.7692	NPC80089
Intermediate Similarity	0.7692	NPC15342
Intermediate Similarity	0.7692	NPC612028
Intermediate Similarity	0.7647	NPC242396
Intermediate Similarity	0.7647	NPC167702
Intermediate Similarity	0.7647	NPC239511
Intermediate Similarity	0.7647	NPC280026
Intermediate Similarity	0.7647	NPC1916
Intermediate Similarity	0.7647	NPC323508
Intermediate Similarity	0.7647	NPC547968
Intermediate Similarity	0.7647	NPC608481
Intermediate Similarity	0.7451	NPC57462
Intermediate Similarity	0.7451	NPC318987
Intermediate Similarity	0.7222	NPC258174
Intermediate Similarity	0.7222	NPC317975
Intermediate Similarity	0.717	NPC143134
Intermediate Similarity	0.717	NPC121121
Intermediate Similarity	0.7143	NPC106654
Intermediate Similarity	0.7091	NPC185465
Intermediate Similarity	0.7091	NPC320144
Intermediate Similarity	0.7018	NPC318201
Remote Similarity	0.6724	NPC270957
Remote Similarity	0.6724	NPC119633
Remote Similarity	0.6667	NPC207010
Remote Similarity	0.6667	NPC288832
Remote Similarity	0.6667	NPC41698
Remote Similarity	0.6667	NPC317913
Remote Similarity	0.6667	NPC611813
Remote Similarity	0.65	NPC605452
Remote Similarity	0.6471	NPC316931
Remote Similarity	0.629	NPC233575
Remote Similarity	0.629	NPC133995
Remote Similarity	0.629	NPC289326
Remote Similarity	0.629	NPC247891
Remote Similarity	0.629	NPC320166
Remote Similarity	0.629	NPC611831
Remote Similarity	0.6226	NPC327468
Remote Similarity	0.6182	NPC323652
Remote Similarity	0.614	NPC157337
Remote Similarity	0.614	NPC4209
Remote Similarity	0.614	NPC322144
Remote Similarity	0.614	NPC10589
Remote Similarity	0.614	NPC599839
Remote Similarity	0.5968	NPC321340
Remote Similarity	0.5968	NPC323562
Remote Similarity	0.5938	NPC325957
Remote Similarity	0.5902	NPC188848
Remote Similarity	0.5862	NPC322259
Remote Similarity	0.5862	NPC316863
Remote Similarity	0.5833	NPC184586
Remote Similarity	0.5833	NPC504551
Remote Similarity	0.5806	NPC24656
Remote Similarity	0.5738	NPC320282
Remote Similarity	0.5738	NPC212686
Remote Similarity	0.5738	NPC184483
Remote Similarity	0.5738	NPC74495
Remote Similarity	0.5614	NPC227550
Remote Similarity	0.5614	NPC324193
Remote Similarity	0.5577	NPC46446
Remote Similarity	0.5538	NPC171698
Remote Similarity	0.5538	NPC288680
Remote Similarity	0.5538	NPC146975
Remote Similarity	0.5517	NPC224802
Remote Similarity	0.55	NPC28696
Remote Similarity	0.5484	NPC155011
Remote Similarity	0.5484	NPC510915
Remote Similarity	0.5469	NPC169383
Remote Similarity	0.5469	NPC280224
Remote Similarity	0.5397	NPC327233
Remote Similarity	0.5397	NPC70951
Remote Similarity	0.5385	NPC26431
Remote Similarity	0.5357	NPC35802
Remote Similarity	0.5357	NPC605648
Remote Similarity	0.5312	NPC20620
Remote Similarity	0.5238	NPC323180
Remote Similarity	0.5224	NPC321067
Remote Similarity	0.5179	NPC159789
Remote Similarity	0.5179	NPC214535
Remote Similarity	0.5179	NPC61872
Remote Similarity	0.5161	NPC161000
Remote Similarity	0.5075	NPC115767
Remote Similarity	0.5072	NPC159390
Remote Similarity	0.5072	NPC319440
Remote Similarity	0.5072	NPC602196

Drug Structure

NPD6114 OpenBabel08211708292D 31 34 0 0 1 0 0 0 0 0999 V2000 -0.8483 3.4182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6925 1.0133 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8471 2.4779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5393 3.4177 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5384 1.4646 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5382 0.4879 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5396 4.3940 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3844 0.0010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8460 1.4656 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5385 0.4894 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0006 1.9540 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5390 -1.4652 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8468 -1.4657 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6936 2.9298 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6931 -0.9768 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3847 -0.9763 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6934 1.9535 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8465 0.4884 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8463 0.4889 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0003 -0.9773 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.3852 4.8819 0.0000 C 0 0 0 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 1.6928 0.0005 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8468 1.4651 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.2308 -1.4644 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8459 -1.4662 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3855 5.8582 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2306 4.3935 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8841 -0.7382 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0489 -2.4222 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0762 4.8815 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 14 1 0 0 0 0 5 6 1 0 0 0 0 5 17 1 0 0 0 0 6 18 1 0 0 0 0 7 21 1 0 0 0 0 8 10 1 0 0 0 0 8 16 1 0 0 0 0 9 11 1 0 0 0 0 9 19 1 0 0 0 0 10 23 1 0 0 0 0 11 24 1 0 0 0 0 12 15 1 0 0 0 0 12 16 1 0 0 0 0 13 15 1 0 0 0 0 13 20 1 0 0 0 0 14 1 1 1 0 0 0 14 17 1 0 0 0 0 15 23 1 1 0 0 0 16 25 1 1 0 0 0 17 24 1 6 0 0 0 18 22 1 0 0 0 0 18 24 1 6 0 0 0 19 22 1 0 0 0 0 19 23 1 6 0 0 0 20 22 1 0 0 0 0 20 26 1 1 0 0 0 21 27 2 0 0 0 0 21 28 1 0 0 0 0 25 29 1 0 0 0 0 26 30 1 0 0 0 0 28 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000420
DrugBank	DB06777
ChEMBL	CHEMBL240597
IUPHAR/BPS	608
PharmaGKB	PA165958403
KEGG Drug	D00163
PubChem CID	10133
ChEBI	16755
CAS Number	474-25-9

Drug Properties

Molecular Weight	392.29
ALogP	0.1067
MLogP	3.66
XLogP	6.178
HDA	4
HBD	3
Rotatable Bonds	10
TPSA	77.76
RO5 Violation	1