NPASS drugs

Drug Information

Drug ID:	NPD6362
Drug Name:	Tafluprost
Molecular Formula:	C25H34F2O5
Canonical SMILES:	CC(OC(=O)CCC/C=CC[C@H]1[C@@H](O)C[C@H]([C@@H]1/C=C/C(COc1ccccc1)(F)F)O)C
Standard InCHI:	InChI=1S/C25H34F2O5/c1-18(2)32-24(30)13-9-4-3-8-12-20-21(23(29)16-22(20)28)14-15-25(26,27)17-31-19-10-6-5-7-11-19/h3,5-8,10-11,14-15,18,20-23,28-29H,4,9,12-13,16-17H2,1-2H3/b8-3-,15-14+/t20-,21-,22+,23-/m1/s1
Standard InCHIKey:	WSNODXPBBALQOF-VEJSHDCNSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6362

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	161
0.1-0.2	755
0.2-0.3	1928
0.3-0.4	5016
0.4-0.5	9357
0.5-0.6	5754
0.6-0.7	7573
0.7-0.8	346
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	0.7829	NPC193193
Intermediate Similarity	0.7829	NPC31314
Intermediate Similarity	0.782	NPC474476
Intermediate Similarity	0.7812	NPC293424
Intermediate Similarity	0.7717	NPC51345
Intermediate Similarity	0.7676	NPC51181
Intermediate Similarity	0.7638	NPC235250
Intermediate Similarity	0.7623	NPC470393
Intermediate Similarity	0.7623	NPC473855
Intermediate Similarity	0.7615	NPC234956
Intermediate Similarity	0.7571	NPC475011
Intermediate Similarity	0.7559	NPC109241
Intermediate Similarity	0.7557	NPC474874
Intermediate Similarity	0.7541	NPC108875
Intermediate Similarity	0.7541	NPC38079
Intermediate Similarity	0.752	NPC234639
Intermediate Similarity	0.7519	NPC33717
Intermediate Similarity	0.75	NPC34456
Intermediate Similarity	0.75	NPC322569
Intermediate Similarity	0.7482	NPC317601
Intermediate Similarity	0.7482	NPC329427
Intermediate Similarity	0.7481	NPC170749
Intermediate Similarity	0.7464	NPC475880
Intermediate Similarity	0.746	NPC231251
Intermediate Similarity	0.746	NPC88868
Intermediate Similarity	0.746	NPC25067
Intermediate Similarity	0.7448	NPC88754
Intermediate Similarity	0.7448	NPC237872
Intermediate Similarity	0.7448	NPC116104
Intermediate Similarity	0.7448	NPC302286
Intermediate Similarity	0.7448	NPC263397
Intermediate Similarity	0.7447	NPC476018
Intermediate Similarity	0.7447	NPC291119
Intermediate Similarity	0.7447	NPC161856
Intermediate Similarity	0.7447	NPC51087
Intermediate Similarity	0.7447	NPC475029
Intermediate Similarity	0.7447	NPC281169
Intermediate Similarity	0.7424	NPC473290
Intermediate Similarity	0.7424	NPC471504
Intermediate Similarity	0.7413	NPC475028
Intermediate Similarity	0.7413	NPC476025
Intermediate Similarity	0.7407	NPC474237
Intermediate Similarity	0.74	NPC475379
Intermediate Similarity	0.7398	NPC283546
Intermediate Similarity	0.7391	NPC238309
Intermediate Similarity	0.7388	NPC132518
Intermediate Similarity	0.7388	NPC188997
Intermediate Similarity	0.7388	NPC477151
Intermediate Similarity	0.7381	NPC474272
Intermediate Similarity	0.7381	NPC259554
Intermediate Similarity	0.7376	NPC471029
Intermediate Similarity	0.7365	NPC20360
Intermediate Similarity	0.736	NPC194034
Intermediate Similarity	0.736	NPC151530
Intermediate Similarity	0.736	NPC157473
Intermediate Similarity	0.7357	NPC269421
Intermediate Similarity	0.7357	NPC470160
Intermediate Similarity	0.7357	NPC51262
Intermediate Similarity	0.7348	NPC264976
Intermediate Similarity	0.7348	NPC98748
Intermediate Similarity	0.7343	NPC281780
Intermediate Similarity	0.7338	NPC2989
Intermediate Similarity	0.7333	NPC320287
Intermediate Similarity	0.7333	NPC261992
Intermediate Similarity	0.7329	NPC469367
Intermediate Similarity	0.7329	NPC186296
Intermediate Similarity	0.7323	NPC46844
Intermediate Similarity	0.7319	NPC469453
Intermediate Similarity	0.7317	NPC192596
Intermediate Similarity	0.731	NPC100675
Intermediate Similarity	0.731	NPC475044
Intermediate Similarity	0.731	NPC475063
Intermediate Similarity	0.7308	NPC296526
Intermediate Similarity	0.7302	NPC31274
Intermediate Similarity	0.7302	NPC291837
Intermediate Similarity	0.7299	NPC475236
Intermediate Similarity	0.7297	NPC37838
Intermediate Similarity	0.7292	NPC474943
Intermediate Similarity	0.7292	NPC475005
Intermediate Similarity	0.729	NPC209473
Intermediate Similarity	0.7286	NPC474143
Intermediate Similarity	0.7286	NPC15083
Intermediate Similarity	0.7286	NPC470976
Intermediate Similarity	0.7286	NPC470977
Intermediate Similarity	0.7286	NPC125153
Intermediate Similarity	0.7286	NPC196979
Intermediate Similarity	0.7286	NPC474246
Intermediate Similarity	0.728	NPC1065
Intermediate Similarity	0.728	NPC176971
Intermediate Similarity	0.728	NPC326447
Intermediate Similarity	0.7279	NPC478240
Intermediate Similarity	0.7279	NPC221798
Intermediate Similarity	0.7273	NPC101503
Intermediate Similarity	0.7273	NPC159916
Intermediate Similarity	0.7273	NPC92932
Intermediate Similarity	0.7259	NPC469927
Intermediate Similarity	0.7254	NPC477210
Intermediate Similarity	0.7254	NPC471110
Intermediate Similarity	0.7246	NPC473993
Intermediate Similarity	0.7246	NPC258567
Intermediate Similarity	0.7246	NPC95034
Intermediate Similarity	0.7246	NPC121740
Intermediate Similarity	0.7246	NPC224774
Intermediate Similarity	0.7246	NPC142087
Intermediate Similarity	0.7244	NPC73422
Intermediate Similarity	0.7244	NPC310399
Intermediate Similarity	0.7241	NPC475045
Intermediate Similarity	0.7241	NPC475012
Intermediate Similarity	0.7236	NPC307425
Intermediate Similarity	0.7236	NPC51633
Intermediate Similarity	0.723	NPC10302
Intermediate Similarity	0.723	NPC105381
Intermediate Similarity	0.723	NPC247221
Intermediate Similarity	0.7226	NPC280767
Intermediate Similarity	0.7226	NPC81641
Intermediate Similarity	0.7226	NPC477213
Intermediate Similarity	0.7222	NPC471069
Intermediate Similarity	0.7222	NPC170718
Intermediate Similarity	0.7222	NPC471068
Intermediate Similarity	0.7219	NPC229882
Intermediate Similarity	0.7219	NPC158635
Intermediate Similarity	0.7214	NPC183348
Intermediate Similarity	0.7214	NPC282230
Intermediate Similarity	0.7214	NPC475102
Intermediate Similarity	0.7213	NPC100870
Intermediate Similarity	0.7211	NPC475213
Intermediate Similarity	0.7211	NPC152796
Intermediate Similarity	0.7209	NPC280760
Intermediate Similarity	0.7206	NPC21238
Intermediate Similarity	0.7203	NPC470990
Intermediate Similarity	0.7203	NPC202729
Intermediate Similarity	0.7203	NPC113295
Intermediate Similarity	0.72	NPC95990
Intermediate Similarity	0.72	NPC308178
Intermediate Similarity	0.72	NPC473393
Intermediate Similarity	0.72	NPC128730
Intermediate Similarity	0.72	NPC238115
Intermediate Similarity	0.7197	NPC471498
Intermediate Similarity	0.7197	NPC471503
Intermediate Similarity	0.7194	NPC219923
Intermediate Similarity	0.7192	NPC154262
Intermediate Similarity	0.7192	NPC477535
Intermediate Similarity	0.7192	NPC137501
Intermediate Similarity	0.7192	NPC7518
Intermediate Similarity	0.7192	NPC159387
Intermediate Similarity	0.7188	NPC63345
Intermediate Similarity	0.7183	NPC470871
Intermediate Similarity	0.7183	NPC31849
Intermediate Similarity	0.7183	NPC475468
Intermediate Similarity	0.7179	NPC329743
Intermediate Similarity	0.7176	NPC322358
Intermediate Similarity	0.7174	NPC329272
Intermediate Similarity	0.7172	NPC148738
Intermediate Similarity	0.7172	NPC265335
Intermediate Similarity	0.7172	NPC327612
Intermediate Similarity	0.7172	NPC471072
Intermediate Similarity	0.7172	NPC471070
Intermediate Similarity	0.7172	NPC73078
Intermediate Similarity	0.7172	NPC319870
Intermediate Similarity	0.7172	NPC471071
Intermediate Similarity	0.7164	NPC328485
Intermediate Similarity	0.7163	NPC233692
Intermediate Similarity	0.7163	NPC239358
Intermediate Similarity	0.7163	NPC272650
Intermediate Similarity	0.7163	NPC267336
Intermediate Similarity	0.7163	NPC470392
Intermediate Similarity	0.7162	NPC251062
Intermediate Similarity	0.7162	NPC184464
Intermediate Similarity	0.7154	NPC190212
Intermediate Similarity	0.7154	NPC107101
Intermediate Similarity	0.7153	NPC194847
Intermediate Similarity	0.7153	NPC317045
Intermediate Similarity	0.7153	NPC246177
Intermediate Similarity	0.7153	NPC21797
Intermediate Similarity	0.7153	NPC471719
Intermediate Similarity	0.7153	NPC27721
Intermediate Similarity	0.7153	NPC140521
Intermediate Similarity	0.7153	NPC89630
Intermediate Similarity	0.7143	NPC272946
Intermediate Similarity	0.7143	NPC205502
Intermediate Similarity	0.7143	NPC470937
Intermediate Similarity	0.7143	NPC59654
Intermediate Similarity	0.7143	NPC170546
Intermediate Similarity	0.7143	NPC283616
Intermediate Similarity	0.7143	NPC66246
Intermediate Similarity	0.7143	NPC329980
Intermediate Similarity	0.7143	NPC295970
Intermediate Similarity	0.7143	NPC241354
Intermediate Similarity	0.7143	NPC474289
Intermediate Similarity	0.7143	NPC478232
Intermediate Similarity	0.7133	NPC176814
Intermediate Similarity	0.7133	NPC68779
Intermediate Similarity	0.7133	NPC211164
Intermediate Similarity	0.7133	NPC300776
Intermediate Similarity	0.7133	NPC5310
Intermediate Similarity	0.7133	NPC206579
Intermediate Similarity	0.7133	NPC309744
Intermediate Similarity	0.7133	NPC286038
Intermediate Similarity	0.7133	NPC11800
Intermediate Similarity	0.7133	NPC67247

Drug Structure

NPD6362 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 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 5.3007 0.0055 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 5.3007 -0.9945 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 3.5686 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 -1.4945 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 -0.9781 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 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 1.8366 -2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3366 -3.8605 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.3366 -3.8605 0.0000 F 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 -2.8794 -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 18 1 0 0 0 0 2 18 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 24 1 0 0 0 0 14 15 2 0 0 0 0 15 25 1 0 0 0 0 16 22 1 0 0 0 0 16 23 1 0 0 0 0 17 25 1 0 0 0 0 17 31 1 0 0 0 0 18 32 1 0 0 0 0 19 31 1 0 0 0 0 20 12 1 1 0 0 0 20 21 1 0 0 0 0 20 22 1 0 0 0 0 21 14 1 6 0 0 0 21 23 1 0 0 0 0 22 28 1 1 0 0 0 23 29 1 1 0 0 0 24 30 2 0 0 0 0 24 32 1 0 0 0 0 25 26 1 0 0 0 0 25 27 1 0 0 0 0 28 33 1 0 0 0 0 29 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001264
DrugBank	DB08819
ChEMBL	CHEMBL1963683
IUPHAR/BPS	7451
PharmaGKB	PA165958432
KEGG Drug	D06274
PubChem CID	9868491
ChEBI	66899
CAS Number	209860-87-7

Drug Properties

Molecular Weight	452.24
ALogP	-0.611
MLogP	3.44
XLogP	5.361
HDA	4
HBD	2
Rotatable Bonds	19
TPSA	75.99
RO5 Violation	2