NPASS drugs

Drug Information

Drug ID:	NPD7345
Drug Name:	Orlistat
Molecular Formula:	C29H53NO5
Canonical SMILES:	CCCCCCCCCCC[C@@H](C[C@@H]1OC(=O)[C@H]1CCCCCC)OC(=O)[C@H](CC(C)C)N=CO
Standard InCHI:	InChI=1S/C29H53NO5/c1-5-7-9-11-12-13-14-15-16-18-24(34-29(33)26(30-22-31)20-23(3)4)21-27-25(28(32)35-27)19-17-10-8-6-2/h22-27H,5-21H2,1-4H3,(H,30,31)/t24-,25-,26-,27-/m0/s1
Standard InCHIKey:	AHLBNYSZXLDEJQ-FWEHEUNISA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD7345

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	67
0.1-0.2	1292
0.2-0.3	9959
0.3-0.4	10913
0.4-0.5	7271
0.5-0.6	1271
0.6-0.7	102
0.7-0.8	14
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	1.0	NPC47135
Intermediate Similarity	0.7439	NPC43219
Intermediate Similarity	0.7349	NPC86064
Intermediate Similarity	0.7294	NPC316242
Intermediate Similarity	0.7209	NPC478017
Intermediate Similarity	0.7209	NPC473984
Intermediate Similarity	0.7209	NPC315535
Intermediate Similarity	0.7209	NPC315131
Intermediate Similarity	0.7111	NPC227051
Intermediate Similarity	0.7097	NPC477729
Intermediate Similarity	0.7073	NPC478256
Intermediate Similarity	0.7053	NPC226513
Intermediate Similarity	0.7	NPC145748
Intermediate Similarity	0.7	NPC155670
Intermediate Similarity	0.7	NPC95478
Remote Similarity	0.6951	NPC474298
Remote Similarity	0.6951	NPC473985
Remote Similarity	0.6951	NPC474299
Remote Similarity	0.6951	NPC28348
Remote Similarity	0.6951	NPC475808
Remote Similarity	0.6835	NPC469923
Remote Similarity	0.6832	NPC227622
Remote Similarity	0.6813	NPC320936
Remote Similarity	0.6796	NPC473252
Remote Similarity	0.6774	NPC477728
Remote Similarity	0.6706	NPC320865
Remote Similarity	0.6706	NPC477643
Remote Similarity	0.6706	NPC477641
Remote Similarity	0.6705	NPC474003
Remote Similarity	0.6699	NPC14537
Remote Similarity	0.6632	NPC193386
Remote Similarity	0.6632	NPC322966
Remote Similarity	0.6627	NPC286842
Remote Similarity	0.6591	NPC472594
Remote Similarity	0.6591	NPC474020
Remote Similarity	0.6585	NPC325117
Remote Similarity	0.6585	NPC322319
Remote Similarity	0.6585	NPC326651
Remote Similarity	0.6571	NPC137453
Remote Similarity	0.6556	NPC474702
Remote Similarity	0.6522	NPC477730
Remote Similarity	0.6512	NPC474403
Remote Similarity	0.6477	NPC228411
Remote Similarity	0.6471	NPC477642
Remote Similarity	0.6463	NPC314103
Remote Similarity	0.6429	NPC208537
Remote Similarity	0.6429	NPC270005
Remote Similarity	0.642	NPC469922
Remote Similarity	0.6404	NPC330017
Remote Similarity	0.6386	NPC476330
Remote Similarity	0.6375	NPC470363
Remote Similarity	0.6364	NPC472595
Remote Similarity	0.6311	NPC473224
Remote Similarity	0.63	NPC470283
Remote Similarity	0.6279	NPC476291
Remote Similarity	0.6279	NPC476285
Remote Similarity	0.6273	NPC261750
Remote Similarity	0.6273	NPC1111
Remote Similarity	0.6264	NPC314858
Remote Similarity	0.6264	NPC253703
Remote Similarity	0.6264	NPC51695
Remote Similarity	0.6264	NPC200085
Remote Similarity	0.625	NPC473699
Remote Similarity	0.625	NPC51249
Remote Similarity	0.625	NPC475260
Remote Similarity	0.625	NPC475232
Remote Similarity	0.625	NPC473775
Remote Similarity	0.625	NPC474100
Remote Similarity	0.6235	NPC469925
Remote Similarity	0.6214	NPC234542
Remote Similarity	0.6211	NPC477434
Remote Similarity	0.6211	NPC277918
Remote Similarity	0.6195	NPC201968
Remote Similarity	0.6182	NPC12270
Remote Similarity	0.618	NPC477867
Remote Similarity	0.6176	NPC123141
Remote Similarity	0.6173	NPC226602
Remote Similarity	0.6173	NPC472019
Remote Similarity	0.6173	NPC472020
Remote Similarity	0.6173	NPC469924
Remote Similarity	0.6163	NPC82315
Remote Similarity	0.6163	NPC319007
Remote Similarity	0.6161	NPC471645
Remote Similarity	0.6145	NPC474552
Remote Similarity	0.6126	NPC60432
Remote Similarity	0.6111	NPC476130
Remote Similarity	0.6111	NPC476324
Remote Similarity	0.6106	NPC30196
Remote Similarity	0.6098	NPC469921
Remote Similarity	0.6098	NPC472021
Remote Similarity	0.6092	NPC28526
Remote Similarity	0.6087	NPC475616
Remote Similarity	0.6082	NPC83242
Remote Similarity	0.6067	NPC138435
Remote Similarity	0.6061	NPC39290
Remote Similarity	0.6061	NPC159369
Remote Similarity	0.6058	NPC220234
Remote Similarity	0.6053	NPC6531
Remote Similarity	0.6047	NPC470110
Remote Similarity	0.6042	NPC476523
Remote Similarity	0.6042	NPC237938
Remote Similarity	0.6042	NPC219535
Remote Similarity	0.604	NPC469998
Remote Similarity	0.6023	NPC324165
Remote Similarity	0.6023	NPC170963
Remote Similarity	0.6023	NPC169976
Remote Similarity	0.6023	NPC114640
Remote Similarity	0.6023	NPC126366
Remote Similarity	0.6023	NPC33267
Remote Similarity	0.602	NPC477959
Remote Similarity	0.602	NPC314364
Remote Similarity	0.6019	NPC471844
Remote Similarity	0.6019	NPC160066
Remote Similarity	0.6019	NPC471843
Remote Similarity	0.6018	NPC50694
Remote Similarity	0.6	NPC474312
Remote Similarity	0.6	NPC476019
Remote Similarity	0.5981	NPC215988
Remote Similarity	0.598	NPC5418
Remote Similarity	0.5979	NPC473350
Remote Similarity	0.5979	NPC477205
Remote Similarity	0.5978	NPC214030
Remote Similarity	0.5978	NPC83108
Remote Similarity	0.5976	NPC475821
Remote Similarity	0.596	NPC470284
Remote Similarity	0.596	NPC292345
Remote Similarity	0.596	NPC203170
Remote Similarity	0.5955	NPC96322
Remote Similarity	0.5955	NPC141325
Remote Similarity	0.5952	NPC235788
Remote Similarity	0.5941	NPC315237
Remote Similarity	0.5934	NPC179922
Remote Similarity	0.593	NPC470109
Remote Similarity	0.5926	NPC74035
Remote Similarity	0.5918	NPC475753
Remote Similarity	0.5918	NPC476717
Remote Similarity	0.5914	NPC470014
Remote Similarity	0.5913	NPC147707
Remote Similarity	0.5909	NPC98711
Remote Similarity	0.5909	NPC67009
Remote Similarity	0.5909	NPC70235
Remote Similarity	0.5909	NPC475062
Remote Similarity	0.5909	NPC475150
Remote Similarity	0.5905	NPC474952
Remote Similarity	0.59	NPC477440
Remote Similarity	0.59	NPC477443
Remote Similarity	0.5889	NPC476248
Remote Similarity	0.5876	NPC192025
Remote Similarity	0.5876	NPC125253
Remote Similarity	0.5876	NPC253975
Remote Similarity	0.5868	NPC204556
Remote Similarity	0.5865	NPC180722
Remote Similarity	0.5865	NPC165332
Remote Similarity	0.5865	NPC195645
Remote Similarity	0.5862	NPC9714
Remote Similarity	0.5862	NPC195165
Remote Similarity	0.5859	NPC86005
Remote Similarity	0.5856	NPC473578
Remote Similarity	0.5856	NPC474725
Remote Similarity	0.5851	NPC216090
Remote Similarity	0.5844	NPC90904
Remote Similarity	0.5843	NPC470268
Remote Similarity	0.5843	NPC477200
Remote Similarity	0.5842	NPC477444
Remote Similarity	0.5842	NPC477442
Remote Similarity	0.5842	NPC313670
Remote Similarity	0.5842	NPC477433
Remote Similarity	0.5842	NPC475211
Remote Similarity	0.5842	NPC88337
Remote Similarity	0.5833	NPC314512
Remote Similarity	0.5833	NPC314451
Remote Similarity	0.5833	NPC313333
Remote Similarity	0.5833	NPC313342
Remote Similarity	0.5824	NPC215030
Remote Similarity	0.5818	NPC475800
Remote Similarity	0.5816	NPC476715
Remote Similarity	0.5816	NPC83839
Remote Similarity	0.5814	NPC474402
Remote Similarity	0.5814	NPC306805
Remote Similarity	0.5814	NPC469926
Remote Similarity	0.5814	NPC215987
Remote Similarity	0.5814	NPC470108
Remote Similarity	0.5812	NPC477515
Remote Similarity	0.5812	NPC313802
Remote Similarity	0.5812	NPC67917
Remote Similarity	0.5812	NPC314268
Remote Similarity	0.5806	NPC473741
Remote Similarity	0.5806	NPC477145
Remote Similarity	0.58	NPC131104
Remote Similarity	0.58	NPC473319
Remote Similarity	0.58	NPC3032
Remote Similarity	0.5795	NPC474812
Remote Similarity	0.5794	NPC42320
Remote Similarity	0.5794	NPC188453
Remote Similarity	0.5778	NPC470243
Remote Similarity	0.5773	NPC157328
Remote Similarity	0.5773	NPC69469
Remote Similarity	0.5773	NPC476721
Remote Similarity	0.5765	NPC145658
Remote Similarity	0.5761	NPC217725

Drug Structure

NPD7345 OpenBabel08211711362D 36 36 0 0 1 0 0 0 0 0999 V2000 -8.5039 4.9683 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0191 -1.3449 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2247 -1.2247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7765 -2.8978 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7968 5.6754 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0532 -1.6037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8308 5.4166 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3461 -0.8966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5720 4.4507 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3801 -1.1554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6061 4.1919 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3473 3.2259 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3813 2.9671 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1225 2.0012 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1566 1.7424 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8978 0.7765 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6730 -0.4483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9319 0.5176 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7071 -0.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4483 -1.6730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 -0.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0694 -3.6049 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5176 -1.9319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6730 -0.4483 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.1554 -2.3801 0.0000 C 0 0 1 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 1.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1213 -2.1213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8966 -3.3461 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.3282 -4.5708 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7071 1.7071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8284 -2.8284 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3801 -1.1554 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2941 -4.8296 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 6 1 0 0 0 0 3 23 1 0 0 0 0 4 23 1 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 9 1 0 0 0 0 8 10 1 0 0 0 0 9 11 1 0 0 0 0 10 17 1 0 0 0 0 11 12 1 0 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 14 15 1 0 0 0 0 15 16 1 0 0 0 0 16 18 1 0 0 0 0 17 19 1 0 0 0 0 20 23 1 0 0 0 0 21 24 1 0 0 0 0 22 30 2 3 0 0 0 22 31 1 0 0 0 0 24 18 1 1 0 0 0 24 34 1 0 0 0 0 25 19 1 1 0 0 0 25 27 1 0 0 0 0 25 28 1 0 0 0 0 26 20 1 6 0 0 0 26 29 1 0 0 0 0 26 30 1 0 0 0 0 27 21 1 6 0 0 0 27 35 1 0 0 0 0 28 32 2 0 0 0 0 28 35 1 0 0 0 0 29 33 2 0 0 0 0 29 34 1 0 0 0 0 31 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000053; DNC009290
DrugBank	DB01083
ChEMBL	CHEMBL175247
IUPHAR/BPS	5277
PharmaGKB	PA164776864
KEGG Drug
PubChem CID	3034010
ChEBI	94686
CAS Number	96829-58-2

Drug Properties

Molecular Weight	495.39
ALogP	-3.8686
MLogP	3.99
XLogP	10.441
HDA	6
HBD	1
Rotatable Bonds	28
TPSA	85.19
RO5 Violation	2