NPASS drugs

Drug Information

Drug ID:	NPD6406
Drug Name:	Bimatoprost
Molecular Formula:	C25H37NO4
Canonical SMILES:	CCN=C(CCC/C=CC[C@H]1[C@@H](O)C[C@H]([C@@H]1/C=C/[C@H](CCc1ccccc1)O)O)O
Standard InCHI:	InChI=1S/C25H37NO4/c1-2-26-25(30)13-9-4-3-8-12-21-22(24(29)18-23(21)28)17-16-20(27)15-14-19-10-6-5-7-11-19/h3,5-8,10-11,16-17,20-24,27-29H,2,4,9,12-15,18H2,1H3,(H,26,30)/b8-3-,17-16+/t20-,21+,22+,23-,24+/m0/s1
Standard InCHIKey:	AQOKCDNYWBIDND-FTOWTWDKSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6406

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	74
0.1-0.2	540
0.2-0.3	1355
0.3-0.4	5787
0.4-0.5	16213
0.5-0.6	6011
0.6-0.7	819
0.7-0.8	85
0.8-0.85	6
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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
Intermediate Similarity	0.8155	NPC58674
Intermediate Similarity	0.8113	NPC469457
Intermediate Similarity	0.8056	NPC194390
Intermediate Similarity	0.8056	NPC224610
Intermediate Similarity	0.8056	NPC88267
Intermediate Similarity	0.8056	NPC113326
Intermediate Similarity	0.7619	NPC265521
Intermediate Similarity	0.757	NPC25565
Intermediate Similarity	0.7561	NPC472414
Intermediate Similarity	0.75	NPC14326
Intermediate Similarity	0.75	NPC475439
Intermediate Similarity	0.75	NPC471133
Intermediate Similarity	0.75	NPC473501
Intermediate Similarity	0.75	NPC278097
Intermediate Similarity	0.7478	NPC323007
Intermediate Similarity	0.7451	NPC3210
Intermediate Similarity	0.7436	NPC1986
Intermediate Similarity	0.7436	NPC474544
Intermediate Similarity	0.7429	NPC74936
Intermediate Similarity	0.7429	NPC141139
Intermediate Similarity	0.7429	NPC121872
Intermediate Similarity	0.7429	NPC172128
Intermediate Similarity	0.7429	NPC209764
Intermediate Similarity	0.7429	NPC471307
Intermediate Similarity	0.7429	NPC159178
Intermediate Similarity	0.7429	NPC78041
Intermediate Similarity	0.7398	NPC472415
Intermediate Similarity	0.7381	NPC71271
Intermediate Similarity	0.7374	NPC469894
Intermediate Similarity	0.7345	NPC321670
Intermediate Similarity	0.7345	NPC211551
Intermediate Similarity	0.7339	NPC33168
Intermediate Similarity	0.7333	NPC470877
Intermediate Similarity	0.7328	NPC474149
Intermediate Similarity	0.7308	NPC198747
Intermediate Similarity	0.7304	NPC182549
Intermediate Similarity	0.7304	NPC114741
Intermediate Similarity	0.7295	NPC190663
Intermediate Similarity	0.7282	NPC99482
Intermediate Similarity	0.7281	NPC274089
Intermediate Similarity	0.7281	NPC191215
Intermediate Similarity	0.7244	NPC295478
Intermediate Similarity	0.7241	NPC258056
Intermediate Similarity	0.7222	NPC471309
Intermediate Similarity	0.7209	NPC42423
Intermediate Similarity	0.7203	NPC273814
Intermediate Similarity	0.7184	NPC304538
Intermediate Similarity	0.7177	NPC160493
Intermediate Similarity	0.7167	NPC317254
Intermediate Similarity	0.7167	NPC188010
Intermediate Similarity	0.7157	NPC99394
Intermediate Similarity	0.7157	NPC329319
Intermediate Similarity	0.7157	NPC103326
Intermediate Similarity	0.7157	NPC283012
Intermediate Similarity	0.7157	NPC87299
Intermediate Similarity	0.7157	NPC475199
Intermediate Similarity	0.7156	NPC303045
Intermediate Similarity	0.7156	NPC161972
Intermediate Similarity	0.7154	NPC80150
Intermediate Similarity	0.7143	NPC214200
Intermediate Similarity	0.7143	NPC228400
Intermediate Similarity	0.713	NPC231705
Intermediate Similarity	0.7109	NPC472413
Intermediate Similarity	0.7105	NPC315794
Intermediate Similarity	0.7103	NPC258627
Intermediate Similarity	0.7099	NPC90693
Intermediate Similarity	0.7099	NPC228511
Intermediate Similarity	0.7099	NPC64897
Intermediate Similarity	0.7091	NPC21959
Intermediate Similarity	0.708	NPC44649
Intermediate Similarity	0.708	NPC318154
Intermediate Similarity	0.7075	NPC325441
Intermediate Similarity	0.7069	NPC142297
Intermediate Similarity	0.7059	NPC117180
Intermediate Similarity	0.7049	NPC169328
Intermediate Similarity	0.7045	NPC279045
Intermediate Similarity	0.7045	NPC113325
Intermediate Similarity	0.704	NPC252878
Intermediate Similarity	0.7037	NPC245259
Intermediate Similarity	0.7018	NPC471317
Intermediate Similarity	0.7016	NPC476183
Intermediate Similarity	0.7016	NPC45777
Intermediate Similarity	0.7016	NPC478014
Intermediate Similarity	0.7016	NPC477061
Intermediate Similarity	0.7016	NPC478016
Intermediate Similarity	0.7016	NPC478015
Intermediate Similarity	0.7009	NPC1793
Intermediate Similarity	0.7008	NPC47667
Intermediate Similarity	0.7	NPC215351
Intermediate Similarity	0.7	NPC20142
Intermediate Similarity	0.7	NPC183722
Remote Similarity	0.6992	NPC310467
Remote Similarity	0.699	NPC73637
Remote Similarity	0.699	NPC121478
Remote Similarity	0.6984	NPC46427
Remote Similarity	0.6981	NPC211237
Remote Similarity	0.6981	NPC471638
Remote Similarity	0.6981	NPC473031
Remote Similarity	0.6972	NPC314690
Remote Similarity	0.697	NPC132847
Remote Similarity	0.6964	NPC108606
Remote Similarity	0.6964	NPC164514
Remote Similarity	0.6964	NPC303611
Remote Similarity	0.6964	NPC290515
Remote Similarity	0.6964	NPC226096
Remote Similarity	0.6961	NPC192623
Remote Similarity	0.696	NPC476281
Remote Similarity	0.696	NPC476184
Remote Similarity	0.6957	NPC328824
Remote Similarity	0.6949	NPC292758
Remote Similarity	0.6949	NPC65855
Remote Similarity	0.6944	NPC316108
Remote Similarity	0.6937	NPC3371
Remote Similarity	0.6935	NPC283760
Remote Similarity	0.6931	NPC224544
Remote Similarity	0.693	NPC327226
Remote Similarity	0.6923	NPC172984
Remote Similarity	0.6916	NPC12429
Remote Similarity	0.6905	NPC474862
Remote Similarity	0.6887	NPC203076
Remote Similarity	0.6887	NPC93843
Remote Similarity	0.6881	NPC226438
Remote Similarity	0.6881	NPC79917
Remote Similarity	0.688	NPC476990
Remote Similarity	0.6875	NPC311242
Remote Similarity	0.687	NPC178902
Remote Similarity	0.687	NPC202613
Remote Similarity	0.6866	NPC175870
Remote Similarity	0.6866	NPC208725
Remote Similarity	0.6857	NPC476757
Remote Similarity	0.6855	NPC314992
Remote Similarity	0.6855	NPC237420
Remote Similarity	0.685	NPC476278
Remote Similarity	0.6846	NPC116057
Remote Similarity	0.6842	NPC289117
Remote Similarity	0.6838	NPC239770
Remote Similarity	0.6833	NPC166837
Remote Similarity	0.6829	NPC472862
Remote Similarity	0.6829	NPC2265
Remote Similarity	0.6825	NPC202521
Remote Similarity	0.681	NPC150254
Remote Similarity	0.681	NPC147000
Remote Similarity	0.681	NPC226778
Remote Similarity	0.681	NPC304761
Remote Similarity	0.6803	NPC118202
Remote Similarity	0.6797	NPC476241
Remote Similarity	0.6797	NPC476260
Remote Similarity	0.6796	NPC164449
Remote Similarity	0.6796	NPC184030
Remote Similarity	0.6794	NPC478147
Remote Similarity	0.6788	NPC261709
Remote Similarity	0.6788	NPC111586
Remote Similarity	0.6788	NPC108852
Remote Similarity	0.6772	NPC109151
Remote Similarity	0.6769	NPC477365
Remote Similarity	0.6762	NPC477770
Remote Similarity	0.6748	NPC235421
Remote Similarity	0.6744	NPC477249
Remote Similarity	0.6744	NPC476179
Remote Similarity	0.6744	NPC476125
Remote Similarity	0.6744	NPC477248
Remote Similarity	0.6741	NPC64205
Remote Similarity	0.6731	NPC133050
Remote Similarity	0.6729	NPC474211
Remote Similarity	0.6729	NPC243166
Remote Similarity	0.6724	NPC471310
Remote Similarity	0.6723	NPC96224
Remote Similarity	0.6723	NPC24101
Remote Similarity	0.6719	NPC6975
Remote Similarity	0.6718	NPC477370
Remote Similarity	0.6714	NPC475578
Remote Similarity	0.67	NPC108218
Remote Similarity	0.6696	NPC469481
Remote Similarity	0.6695	NPC477251
Remote Similarity	0.6692	NPC477363
Remote Similarity	0.6692	NPC477366
Remote Similarity	0.6667	NPC474073
Remote Similarity	0.6667	NPC66655
Remote Similarity	0.6667	NPC56168
Remote Similarity	0.6667	NPC477362
Remote Similarity	0.6667	NPC107619
Remote Similarity	0.6667	NPC323810
Remote Similarity	0.6667	NPC208302
Remote Similarity	0.6643	NPC49565
Remote Similarity	0.6641	NPC319766
Remote Similarity	0.664	NPC38458
Remote Similarity	0.664	NPC311737
Remote Similarity	0.6639	NPC474584
Remote Similarity	0.6639	NPC477246
Remote Similarity	0.6639	NPC477245
Remote Similarity	0.6638	NPC7686
Remote Similarity	0.6638	NPC40258
Remote Similarity	0.6638	NPC91461
Remote Similarity	0.6636	NPC474354
Remote Similarity	0.6615	NPC62101
Remote Similarity	0.6615	NPC95733
Remote Similarity	0.6614	NPC68339
Remote Similarity	0.6614	NPC17388
Remote Similarity	0.6614	NPC53596
Remote Similarity	0.6614	NPC160120

Drug Structure

NPD6406 OpenBabel08211709092D 34 35 0 0 1 0 0 0 0 0999 V2000 -1.5213 -8.9174 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2644 -8.2483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1759 -3.6666 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4328 -4.3357 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1667 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1667 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9680 -2.6884 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6407 -5.3138 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 -2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0169 -2.3794 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8975 -5.9830 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 -2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 -2.9945 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8090 -1.4013 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.1045 -0.9945 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.4781 -0.6581 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 -1.1054 -6.9611 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0565 -7.2701 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 -3.9945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4727 -0.7626 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 0.6691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3623 -7.6303 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 -4.4945 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8794 -1.6762 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5352 1.6473 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5702 -8.6084 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 26 1 0 0 0 0 3 4 1 0 0 0 0 3 8 2 0 0 0 0 4 9 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 10 1 0 0 0 0 7 11 2 0 0 0 0 8 12 1 0 0 0 0 9 13 1 0 0 0 0 10 19 2 0 0 0 0 11 19 1 0 0 0 0 13 25 1 0 0 0 0 14 15 1 0 0 0 0 14 19 1 0 0 0 0 16 17 2 0 0 0 0 16 20 1 0 0 0 0 18 23 1 0 0 0 0 18 24 1 0 0 0 0 20 15 1 6 0 0 0 20 27 1 0 0 0 0 21 12 1 1 0 0 0 21 22 1 0 0 0 0 21 23 1 0 0 0 0 22 17 1 6 0 0 0 22 24 1 0 0 0 0 23 28 1 1 0 0 0 24 29 1 1 0 0 0 25 26 2 3 0 0 0 25 30 1 0 0 0 0 27 31 1 0 0 0 0 28 32 1 0 0 0 0 29 33 1 0 0 0 0 30 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007266; DAP001217
DrugBank	DB00905
ChEMBL	CHEMBL1200963
IUPHAR/BPS	1958
PharmaGKB	PA164748867
KEGG Drug
PubChem CID	5311027
ChEBI	51230
CAS Number	155206-00-1

Drug Properties

Molecular Weight	415.27
ALogP	-1.6106
MLogP	3.66
XLogP	5.603
HDA	5
HBD	4
Rotatable Bonds	17
TPSA	93.28
RO5 Violation	2