NPASS drugs

Drug Information

Drug ID:	NPD6697
Drug Name:	Obeticholic Acid
Molecular Formula:	C26H44O4
Canonical SMILES:	CC[C@H]1[C@@H](O)[C@H]2[C@@H]3CC[C@@H]([C@@]3(C)CC[C@@H]2[C@@]2([C@H]1C[C@H](O)CC2)C)[C@@H](CCC(=O)O)C
Standard InCHI:	"InChI=1S/C26H44O4/c1-5-17-21-14-16(27)10-12-26(21,4)20-11-13-25(3)18(15(2)6-9-22(28)29)7-8-19(25)23(20)24(17)30/h15-21,23-24,27,30H,5-14H2,1-4H3,(H,28,29)/t15-,16-,17-,18-,19+,20+,21+,23+,24-,25-,26-/m1/s1"
Standard InCHIKey:	ZXERDUOLZKYMJM-ZWECCWDJSA-N
Max Developmental Stage:	Phase 4
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6697

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	100901
0.1-0.2	97118
0.2-0.3	12560
0.3-0.4	1033
0.4-0.5	78
0.5-0.6	21
0.6-0.7	13
0.7-0.8	15
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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
Intermediate Similarity	0.7843	NPC224802
Intermediate Similarity	0.717	NPC224463
Intermediate Similarity	0.717	NPC279066
Intermediate Similarity	0.717	NPC325493
Intermediate Similarity	0.717	NPC126287
Intermediate Similarity	0.717	NPC74105
Intermediate Similarity	0.717	NPC171426
Intermediate Similarity	0.717	NPC34046
Intermediate Similarity	0.717	NPC163969
Intermediate Similarity	0.717	NPC186084
Intermediate Similarity	0.717	NPC91780
Intermediate Similarity	0.717	NPC611939
Intermediate Similarity	0.717	NPC611972
Intermediate Similarity	0.7037	NPC143134
Intermediate Similarity	0.7037	NPC121121
Remote Similarity	0.6545	NPC242396
Remote Similarity	0.6545	NPC167702
Remote Similarity	0.6545	NPC207010
Remote Similarity	0.6545	NPC239511
Remote Similarity	0.6545	NPC288832
Remote Similarity	0.6545	NPC41698
Remote Similarity	0.6545	NPC317913
Remote Similarity	0.6545	NPC280026
Remote Similarity	0.6545	NPC323508
Remote Similarity	0.6545	NPC547968
Remote Similarity	0.6545	NPC608481
Remote Similarity	0.6545	NPC611813
Remote Similarity	0.6102	NPC185465
Remote Similarity	0.569	NPC1916
Remote Similarity	0.5574	NPC320144
Remote Similarity	0.5556	NPC318201
Remote Similarity	0.55	NPC321391
Remote Similarity	0.55	NPC182184
Remote Similarity	0.55	NPC324700
Remote Similarity	0.55	NPC80089
Remote Similarity	0.55	NPC15342
Remote Similarity	0.55	NPC612028
Remote Similarity	0.5397	NPC155011
Remote Similarity	0.5254	NPC57462
Remote Similarity	0.5254	NPC318987
Remote Similarity	0.5246	NPC157337
Remote Similarity	0.5246	NPC4209
Remote Similarity	0.5246	NPC322144
Remote Similarity	0.5246	NPC10589
Remote Similarity	0.5246	NPC599839
Remote Similarity	0.5161	NPC258174
Remote Similarity	0.5161	NPC317975
Remote Similarity	0.5156	NPC106654
Remote Similarity	0.5077	NPC327233

Drug Structure

NPD6697 OpenBabel08211710072D 33 36 0 0 1 0 0 0 0 0999 V2000 1.3374 -2.3149 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9703 4.5666 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8485 3.4596 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6944 1.9931 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8479 -1.4676 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6262 4.2136 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5419 2.4450 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5416 1.4671 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8300 5.1696 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3884 0.9795 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8468 2.4460 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5414 1.4685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0008 2.9350 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5419 -0.4885 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6963 3.9120 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.3887 0.0010 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 -1.6958 2.9345 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8479 1.4676 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8470 1.4680 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6949 0.0005 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.1040 5.8241 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 0.9785 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8482 2.4455 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6947 0.9790 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.2359 -0.4877 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1741 5.5226 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3078 6.7802 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8473 -0.4895 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7246 0.3595 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5817 7.4347 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8470 -1.4680 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 3 25 1 0 0 0 0 4 26 1 0 0 0 0 6 9 1 0 0 0 0 6 15 1 0 0 0 0 7 8 1 0 0 0 0 7 18 1 0 0 0 0 8 19 1 0 0 0 0 9 22 1 0 0 0 0 10 12 1 0 0 0 0 10 16 1 0 0 0 0 11 13 1 0 0 0 0 11 20 1 0 0 0 0 12 26 1 0 0 0 0 13 25 1 0 0 0 0 14 16 1 0 0 0 0 14 21 1 0 0 0 0 15 2 1 1 0 0 0 15 18 1 0 0 0 0 16 27 1 1 0 0 0 17 5 1 1 0 0 0 17 21 1 0 0 0 0 17 24 1 0 0 0 0 18 25 1 6 0 0 0 19 23 1 0 0 0 0 19 25 1 6 0 0 0 20 23 1 0 0 0 0 20 26 1 6 0 0 0 21 26 1 1 0 0 0 22 28 2 0 0 0 0 22 29 1 0 0 0 0 23 24 1 0 0 0 0 24 30 1 0 0 0 0 27 31 1 0 0 0 0 29 32 1 0 0 0 0 30 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB018023
DrugBank	DB05990
ChEMBL	CHEMBL566315
IUPHAR/BPS	3435
PharmaGKB
KEGG Drug	D09360
PubChem CID	447715
ChEBI	43602
CAS Number	459789-99-2

Drug Properties

Molecular Weight	420.32
ALogP	-0.4199
MLogP	3.88
XLogP	7.044
HDA	4
HBD	3
Rotatable Bonds	12
TPSA	77.76
RO5 Violation	1