NPASS drugs

Drug Information

Drug ID:	NPD6653
Drug Name:	Travoprost
Molecular Formula:	C26H35F3O6
Canonical SMILES:	CC(OC(=O)CCC/C=CC[C@H]1[C@@H](O)C[C@H]([C@@H]1/C=C/[C@H](COc1cccc(c1)C(F)(F)F)O)O)C
Standard InCHI:	InChI=1S/C26H35F3O6/c1-17(2)35-25(33)11-6-4-3-5-10-21-22(24(32)15-23(21)31)13-12-19(30)16-34-20-9-7-8-18(14-20)26(27,28)29/h3,5,7-9,12-14,17,19,21-24,30-32H,4,6,10-11,15-16H2,1-2H3/b5-3-,13-12+/t19-,21-,22-,23+,24-/m1/s1
Standard InCHIKey:	MKPLKVHSHYCHOC-AHTXBMBWSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6653

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	190
0.1-0.2	797
0.2-0.3	1953
0.3-0.4	4428
0.4-0.5	8945
0.5-0.6	4052
0.6-0.7	8964
0.7-0.8	1561
0.8-0.85	0
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	0.7972	NPC281780
Intermediate Similarity	0.7958	NPC475029
Intermediate Similarity	0.7958	NPC476018
Intermediate Similarity	0.7931	NPC100675
Intermediate Similarity	0.7887	NPC471110
Intermediate Similarity	0.7883	NPC170749
Intermediate Similarity	0.7883	NPC280767
Intermediate Similarity	0.7832	NPC113295
Intermediate Similarity	0.7832	NPC470990
Intermediate Similarity	0.7832	NPC475011
Intermediate Similarity	0.782	NPC329980
Intermediate Similarity	0.7817	NPC475468
Intermediate Similarity	0.7786	NPC241354
Intermediate Similarity	0.7778	NPC471719
Intermediate Similarity	0.7762	NPC68779
Intermediate Similarity	0.7762	NPC4982
Intermediate Similarity	0.7762	NPC211164
Intermediate Similarity	0.7762	NPC67247
Intermediate Similarity	0.7762	NPC5310
Intermediate Similarity	0.7762	NPC300776
Intermediate Similarity	0.7762	NPC176814
Intermediate Similarity	0.7761	NPC234956
Intermediate Similarity	0.7746	NPC317601
Intermediate Similarity	0.7746	NPC329427
Intermediate Similarity	0.774	NPC147379
Intermediate Similarity	0.7733	NPC20360
Intermediate Similarity	0.773	NPC475880
Intermediate Similarity	0.7708	NPC281169
Intermediate Similarity	0.7708	NPC51087
Intermediate Similarity	0.7708	NPC291119
Intermediate Similarity	0.7708	NPC161856
Intermediate Similarity	0.7704	NPC193193
Intermediate Similarity	0.7704	NPC31314
Intermediate Similarity	0.7704	NPC328485
Intermediate Similarity	0.7703	NPC88754
Intermediate Similarity	0.7703	NPC237872
Intermediate Similarity	0.7703	NPC186296
Intermediate Similarity	0.7703	NPC116104
Intermediate Similarity	0.7703	NPC263397
Intermediate Similarity	0.7703	NPC302286
Intermediate Similarity	0.7698	NPC474476
Intermediate Similarity	0.7697	NPC158635
Intermediate Similarity	0.7697	NPC229882
Intermediate Similarity	0.7697	NPC147224
Intermediate Similarity	0.7687	NPC159916
Intermediate Similarity	0.7682	NPC308178
Intermediate Similarity	0.7682	NPC95990
Intermediate Similarity	0.7681	NPC146886
Intermediate Similarity	0.7681	NPC60517
Intermediate Similarity	0.7681	NPC474237
Intermediate Similarity	0.7681	NPC20443
Intermediate Similarity	0.7671	NPC475028
Intermediate Similarity	0.7671	NPC476025
Intermediate Similarity	0.7664	NPC188997
Intermediate Similarity	0.7664	NPC477151
Intermediate Similarity	0.7664	NPC132518
Intermediate Similarity	0.7662	NPC115466
Intermediate Similarity	0.7662	NPC299706
Intermediate Similarity	0.7662	NPC245615
Intermediate Similarity	0.7662	NPC61604
Intermediate Similarity	0.7655	NPC471988
Intermediate Similarity	0.7647	NPC322569
Intermediate Similarity	0.7647	NPC269914
Intermediate Similarity	0.7647	NPC478249
Intermediate Similarity	0.7647	NPC178048
Intermediate Similarity	0.7647	NPC475379
Intermediate Similarity	0.7643	NPC473993
Intermediate Similarity	0.7643	NPC179914
Intermediate Similarity	0.7639	NPC309744
Intermediate Similarity	0.7639	NPC34456
Intermediate Similarity	0.7635	NPC52664
Intermediate Similarity	0.7635	NPC131971
Intermediate Similarity	0.763	NPC160235
Intermediate Similarity	0.7622	NPC470160
Intermediate Similarity	0.7622	NPC51262
Intermediate Similarity	0.7615	NPC46844
Intermediate Similarity	0.7609	NPC261992
Intermediate Similarity	0.7609	NPC21238
Intermediate Similarity	0.7609	NPC474130
Intermediate Similarity	0.7603	NPC126206
Intermediate Similarity	0.76	NPC163898
Intermediate Similarity	0.76	NPC223185
Intermediate Similarity	0.7595	NPC310399
Intermediate Similarity	0.7595	NPC73422
Intermediate Similarity	0.7591	NPC177291
Intermediate Similarity	0.7591	NPC194416
Intermediate Similarity	0.7589	NPC470084
Intermediate Similarity	0.7589	NPC278308
Intermediate Similarity	0.7584	NPC242756
Intermediate Similarity	0.7574	NPC471504
Intermediate Similarity	0.7574	NPC473290
Intermediate Similarity	0.7571	NPC329272
Intermediate Similarity	0.7568	NPC476334
Intermediate Similarity	0.7568	NPC137501
Intermediate Similarity	0.7568	NPC7518
Intermediate Similarity	0.7568	NPC159387
Intermediate Similarity	0.7568	NPC475044
Intermediate Similarity	0.7568	NPC475063
Intermediate Similarity	0.7568	NPC154262
Intermediate Similarity	0.7566	NPC236166
Intermediate Similarity	0.7562	NPC327694
Intermediate Similarity	0.7556	NPC293424
Intermediate Similarity	0.7556	NPC205502
Intermediate Similarity	0.7554	NPC48990
Intermediate Similarity	0.7554	NPC293701
Intermediate Similarity	0.7554	NPC94276
Intermediate Similarity	0.7554	NPC114901
Intermediate Similarity	0.7554	NPC109822
Intermediate Similarity	0.7552	NPC474246
Intermediate Similarity	0.7552	NPC474143
Intermediate Similarity	0.7552	NPC233692
Intermediate Similarity	0.7551	NPC474943
Intermediate Similarity	0.7551	NPC475005
Intermediate Similarity	0.755	NPC37838
Intermediate Similarity	0.7548	NPC473236
Intermediate Similarity	0.7536	NPC325301
Intermediate Similarity	0.7536	NPC204535
Intermediate Similarity	0.7536	NPC327070
Intermediate Similarity	0.7536	NPC46586
Intermediate Similarity	0.7536	NPC469927
Intermediate Similarity	0.7535	NPC475875
Intermediate Similarity	0.7535	NPC97326
Intermediate Similarity	0.7534	NPC90431
Intermediate Similarity	0.7534	NPC120852
Intermediate Similarity	0.7534	NPC92932
Intermediate Similarity	0.7534	NPC27721
Intermediate Similarity	0.7534	NPC471665
Intermediate Similarity	0.7534	NPC471664
Intermediate Similarity	0.7533	NPC184464
Intermediate Similarity	0.7533	NPC478240
Intermediate Similarity	0.7533	NPC473090
Intermediate Similarity	0.7533	NPC251062
Intermediate Similarity	0.7532	NPC329743
Intermediate Similarity	0.7532	NPC209473
Intermediate Similarity	0.7519	NPC235250
Intermediate Similarity	0.7519	NPC194034
Intermediate Similarity	0.7518	NPC292056
Intermediate Similarity	0.7518	NPC267064
Intermediate Similarity	0.7518	NPC118787
Intermediate Similarity	0.7518	NPC142087
Intermediate Similarity	0.7518	NPC183181
Intermediate Similarity	0.7518	NPC111247
Intermediate Similarity	0.7518	NPC319625
Intermediate Similarity	0.7518	NPC95034
Intermediate Similarity	0.7518	NPC223807
Intermediate Similarity	0.7518	NPC163332
Intermediate Similarity	0.7518	NPC12022
Intermediate Similarity	0.7518	NPC147821
Intermediate Similarity	0.7518	NPC20287
Intermediate Similarity	0.7518	NPC293641
Intermediate Similarity	0.7518	NPC20404
Intermediate Similarity	0.7518	NPC41706
Intermediate Similarity	0.7517	NPC471029
Intermediate Similarity	0.7517	NPC253722
Intermediate Similarity	0.7517	NPC31751
Intermediate Similarity	0.7517	NPC135127
Intermediate Similarity	0.7517	NPC164599
Intermediate Similarity	0.7517	NPC253481
Intermediate Similarity	0.7516	NPC163635
Intermediate Similarity	0.7516	NPC318472
Intermediate Similarity	0.7516	NPC478248
Intermediate Similarity	0.75	NPC475012
Intermediate Similarity	0.75	NPC311595
Intermediate Similarity	0.75	NPC37858
Intermediate Similarity	0.75	NPC475045
Intermediate Similarity	0.75	NPC135961
Intermediate Similarity	0.75	NPC24474
Intermediate Similarity	0.75	NPC269421
Intermediate Similarity	0.75	NPC18842
Intermediate Similarity	0.75	NPC98748
Intermediate Similarity	0.75	NPC477213
Intermediate Similarity	0.7484	NPC474936
Intermediate Similarity	0.7483	NPC92164
Intermediate Similarity	0.7483	NPC77040
Intermediate Similarity	0.7483	NPC145305
Intermediate Similarity	0.7483	NPC195292
Intermediate Similarity	0.7483	NPC242807
Intermediate Similarity	0.7483	NPC64201
Intermediate Similarity	0.7483	NPC153739
Intermediate Similarity	0.7483	NPC257582
Intermediate Similarity	0.7483	NPC241522
Intermediate Similarity	0.7483	NPC187998
Intermediate Similarity	0.7483	NPC174495
Intermediate Similarity	0.7483	NPC42300
Intermediate Similarity	0.7483	NPC262606
Intermediate Similarity	0.7482	NPC280704
Intermediate Similarity	0.7482	NPC320287
Intermediate Similarity	0.7482	NPC244876
Intermediate Similarity	0.7482	NPC279379
Intermediate Similarity	0.7469	NPC282551
Intermediate Similarity	0.7468	NPC240592
Intermediate Similarity	0.7468	NPC117346
Intermediate Similarity	0.7467	NPC184607
Intermediate Similarity	0.7467	NPC475213
Intermediate Similarity	0.7467	NPC152796
Intermediate Similarity	0.7467	NPC469367
Intermediate Similarity	0.7467	NPC273657
Intermediate Similarity	0.7467	NPC106920
Intermediate Similarity	0.7466	NPC185778
Intermediate Similarity	0.7466	NPC202729

Drug Structure

NPD6653 OpenBabel08211710072D 38 39 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 0.1729 -9.2775 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 -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 5.3007 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 0.0055 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 -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 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 3.5686 0.0055 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 2.7026 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5702 -8.6084 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 -2.9945 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.5686 -0.9945 0.0000 C 0 0 0 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 4.4347 1.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9347 2.3715 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 5.4347 1.5055 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 2.0055 0.0000 F 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 -2.0565 -7.2701 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 -1.4945 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 1 17 1 0 0 0 0 2 17 1 0 0 0 0 3 4 1 0 0 0 0 3 5 2 0 0 0 0 4 6 1 0 0 0 0 5 10 1 0 0 0 0 6 11 1 0 0 0 0 7 8 2 0 0 0 0 7 9 1 0 0 0 0 8 18 1 0 0 0 0 9 20 2 0 0 0 0 11 25 1 0 0 0 0 12 13 2 0 0 0 0 14 18 2 0 0 0 0 14 20 1 0 0 0 0 15 23 1 0 0 0 0 15 24 1 0 0 0 0 16 19 1 0 0 0 0 16 34 1 0 0 0 0 17 35 1 0 0 0 0 18 26 1 0 0 0 0 19 12 1 6 0 0 0 19 30 1 0 0 0 0 20 34 1 0 0 0 0 21 10 1 1 0 0 0 21 22 1 0 0 0 0 21 23 1 0 0 0 0 22 13 1 6 0 0 0 22 24 1 0 0 0 0 23 31 1 1 0 0 0 24 32 1 1 0 0 0 25 33 2 0 0 0 0 25 35 1 0 0 0 0 26 27 1 0 0 0 0 26 28 1 0 0 0 0 26 29 1 0 0 0 0 30 36 1 0 0 0 0 31 37 1 0 0 0 0 32 38 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000274
DrugBank	DB00287
ChEMBL	CHEMBL1200799
IUPHAR/BPS	7102
PharmaGKB	PA164781371
KEGG Drug	D01964
PubChem CID	5282226
ChEBI	746859
CAS Number	157283-68-6

Drug Properties

Molecular Weight	500.24
ALogP	-0.5152
MLogP	3.33
XLogP	5.175
HDA	5
HBD	3
Rotatable Bonds	22
TPSA	96.22
RO5 Violation	2