NPASS drugs

Drug Information

Drug ID:	NPD2749
Drug Name:	itazigrel
Molecular Formula:	C18H14F3NO2S
Canonical SMILES:	COc1ccc(cc1)c1sc(nc1c1ccc(cc1)OC)C(F)(F)F
Standard InCHI:	InChI=1S/C18H14F3NO2S/c1-23-13-7-3-11(4-8-13)15-16(25-17(22-15)18(19,20)21)12-5-9-14(24-2)10-6-12/h3-10H,1-2H3
Standard InCHIKey:	CIPBQTCSXVEDSG-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2749

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	462
0.1-0.2	3053
0.2-0.3	9818
0.3-0.4	4918
0.4-0.5	9817
0.5-0.6	2385
0.6-0.7	406
0.7-0.8	31
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	0.7717	NPC222592
Intermediate Similarity	0.7717	NPC168486
Intermediate Similarity	0.7571	NPC26850
Intermediate Similarity	0.7512	NPC153467
Intermediate Similarity	0.7465	NPC470889
Intermediate Similarity	0.7433	NPC249662
Intermediate Similarity	0.7405	NPC312872
Intermediate Similarity	0.7401	NPC26872
Intermediate Similarity	0.7382	NPC238242
Intermediate Similarity	0.7316	NPC84478
Intermediate Similarity	0.7302	NPC206201
Intermediate Similarity	0.7302	NPC474798
Intermediate Similarity	0.7259	NPC243834
Intermediate Similarity	0.7259	NPC70956
Intermediate Similarity	0.7253	NPC177404
Intermediate Similarity	0.7245	NPC131017
Intermediate Similarity	0.724	NPC204385
Intermediate Similarity	0.7222	NPC72211
Intermediate Similarity	0.7173	NPC176127
Intermediate Similarity	0.7135	NPC62069
Intermediate Similarity	0.7128	NPC471593
Intermediate Similarity	0.7121	NPC70259
Intermediate Similarity	0.7077	NPC242928
Intermediate Similarity	0.7071	NPC43787
Intermediate Similarity	0.7071	NPC205934
Intermediate Similarity	0.7053	NPC283152
Intermediate Similarity	0.7044	NPC162484
Intermediate Similarity	0.7044	NPC223427
Intermediate Similarity	0.7027	NPC118511
Intermediate Similarity	0.702	NPC475190
Intermediate Similarity	0.701	NPC470930
Remote Similarity	0.6995	NPC135887
Remote Similarity	0.6995	NPC199277
Remote Similarity	0.6995	NPC475112
Remote Similarity	0.6995	NPC291535
Remote Similarity	0.6995	NPC475085
Remote Similarity	0.698	NPC329747
Remote Similarity	0.697	NPC195268
Remote Similarity	0.697	NPC133140
Remote Similarity	0.6942	NPC193777
Remote Similarity	0.6931	NPC128823
Remote Similarity	0.6927	NPC285558
Remote Similarity	0.6912	NPC295898
Remote Similarity	0.6911	NPC288943
Remote Similarity	0.6897	NPC11017
Remote Similarity	0.6897	NPC234197
Remote Similarity	0.6897	NPC477019
Remote Similarity	0.6893	NPC476106
Remote Similarity	0.6884	NPC114335
Remote Similarity	0.6884	NPC141915
Remote Similarity	0.6884	NPC280964
Remote Similarity	0.6863	NPC267423
Remote Similarity	0.6863	NPC476044
Remote Similarity	0.6863	NPC232727
Remote Similarity	0.6863	NPC31930
Remote Similarity	0.686	NPC249583
Remote Similarity	0.686	NPC4687
Remote Similarity	0.6847	NPC476582
Remote Similarity	0.6847	NPC4071
Remote Similarity	0.6847	NPC476578
Remote Similarity	0.6842	NPC11464
Remote Similarity	0.6827	NPC470931
Remote Similarity	0.6818	NPC296527
Remote Similarity	0.6796	NPC475774
Remote Similarity	0.6794	NPC201697
Remote Similarity	0.6794	NPC209769
Remote Similarity	0.6784	NPC76748
Remote Similarity	0.6784	NPC134079
Remote Similarity	0.6782	NPC251090
Remote Similarity	0.6779	NPC313189
Remote Similarity	0.6768	NPC66083
Remote Similarity	0.6766	NPC307963
Remote Similarity	0.6766	NPC279401
Remote Similarity	0.6766	NPC79293
Remote Similarity	0.6765	NPC287437
Remote Similarity	0.6763	NPC16452
Remote Similarity	0.6763	NPC476581
Remote Similarity	0.6763	NPC36229
Remote Similarity	0.6762	NPC123976
Remote Similarity	0.6762	NPC199667
Remote Similarity	0.6762	NPC167860
Remote Similarity	0.6762	NPC188420
Remote Similarity	0.6751	NPC42591
Remote Similarity	0.6751	NPC94943
Remote Similarity	0.675	NPC92111
Remote Similarity	0.6746	NPC475910
Remote Similarity	0.6739	NPC161108
Remote Similarity	0.6735	NPC212535
Remote Similarity	0.6732	NPC176538
Remote Similarity	0.6732	NPC121772
Remote Similarity	0.6732	NPC329793
Remote Similarity	0.6731	NPC45190
Remote Similarity	0.6731	NPC300156
Remote Similarity	0.673	NPC87413
Remote Similarity	0.6719	NPC474409
Remote Similarity	0.6714	NPC174758
Remote Similarity	0.6714	NPC473181
Remote Similarity	0.6714	NPC469589
Remote Similarity	0.6701	NPC190007
Remote Similarity	0.67	NPC13880
Remote Similarity	0.6699	NPC135549
Remote Similarity	0.6698	NPC48353
Remote Similarity	0.6698	NPC310211
Remote Similarity	0.6698	NPC53069
Remote Similarity	0.6698	NPC202768
Remote Similarity	0.6698	NPC296482
Remote Similarity	0.6698	NPC308137
Remote Similarity	0.6683	NPC206251
Remote Similarity	0.6683	NPC74382
Remote Similarity	0.6683	NPC18487
Remote Similarity	0.6682	NPC170114
Remote Similarity	0.6667	NPC88363
Remote Similarity	0.6667	NPC66815
Remote Similarity	0.6667	NPC267928
Remote Similarity	0.6667	NPC266931
Remote Similarity	0.6667	NPC72980
Remote Similarity	0.6667	NPC271215
Remote Similarity	0.6667	NPC149471
Remote Similarity	0.6652	NPC315822
Remote Similarity	0.6651	NPC169402
Remote Similarity	0.6651	NPC323345
Remote Similarity	0.6651	NPC470164
Remote Similarity	0.6651	NPC472111
Remote Similarity	0.6649	NPC285635
Remote Similarity	0.6649	NPC56618
Remote Similarity	0.6636	NPC235076
Remote Similarity	0.6636	NPC470549
Remote Similarity	0.6636	NPC116238
Remote Similarity	0.662	NPC94157
Remote Similarity	0.662	NPC171409
Remote Similarity	0.662	NPC264176
Remote Similarity	0.662	NPC96405
Remote Similarity	0.6611	NPC60553
Remote Similarity	0.6604	NPC470020
Remote Similarity	0.6604	NPC471304
Remote Similarity	0.659	NPC213530
Remote Similarity	0.659	NPC193267
Remote Similarity	0.659	NPC473179
Remote Similarity	0.6589	NPC469592
Remote Similarity	0.6589	NPC471080
Remote Similarity	0.6588	NPC82548
Remote Similarity	0.6584	NPC469390
Remote Similarity	0.6582	NPC472168
Remote Similarity	0.6573	NPC208284
Remote Similarity	0.6567	NPC188104
Remote Similarity	0.6567	NPC224327
Remote Similarity	0.656	NPC477533
Remote Similarity	0.656	NPC150239
Remote Similarity	0.6557	NPC174672
Remote Similarity	0.6555	NPC245816
Remote Similarity	0.6555	NPC476138
Remote Similarity	0.655	NPC61350
Remote Similarity	0.6544	NPC473041
Remote Similarity	0.6544	NPC23614
Remote Similarity	0.6544	NPC247803
Remote Similarity	0.6544	NPC46561
Remote Similarity	0.6544	NPC100079
Remote Similarity	0.6544	NPC204446
Remote Similarity	0.6542	NPC112206
Remote Similarity	0.6542	NPC202605
Remote Similarity	0.6542	NPC473180
Remote Similarity	0.6542	NPC251160
Remote Similarity	0.6538	NPC470586
Remote Similarity	0.653	NPC477532
Remote Similarity	0.653	NPC198503
Remote Similarity	0.6528	NPC274982
Remote Similarity	0.6526	NPC219664
Remote Similarity	0.6524	NPC137929
Remote Similarity	0.6524	NPC164374
Remote Similarity	0.6515	NPC118776
Remote Similarity	0.6514	NPC46451
Remote Similarity	0.6514	NPC208084
Remote Similarity	0.6512	NPC39500
Remote Similarity	0.6509	NPC39679
Remote Similarity	0.6505	NPC153042
Remote Similarity	0.65	NPC144452
Remote Similarity	0.65	NPC280272
Remote Similarity	0.6498	NPC305984
Remote Similarity	0.6495	NPC187501
Remote Similarity	0.6495	NPC146418
Remote Similarity	0.6495	NPC258773
Remote Similarity	0.6493	NPC304183
Remote Similarity	0.649	NPC19872
Remote Similarity	0.6485	NPC128751
Remote Similarity	0.6485	NPC246700
Remote Similarity	0.6484	NPC174760
Remote Similarity	0.6484	NPC225279
Remote Similarity	0.6479	NPC185782
Remote Similarity	0.6477	NPC1527
Remote Similarity	0.6471	NPC99666
Remote Similarity	0.6468	NPC469594
Remote Similarity	0.6468	NPC303658
Remote Similarity	0.6467	NPC161292
Remote Similarity	0.6465	NPC472098
Remote Similarity	0.6465	NPC203168
Remote Similarity	0.6465	NPC478032
Remote Similarity	0.6465	NPC26679
Remote Similarity	0.6453	NPC106833
Remote Similarity	0.6453	NPC469497
Remote Similarity	0.6449	NPC290689

Drug Structure

NPD2749 OpenBabel08211702552D 25 27 0 0 0 0 0 0 0 0999 V2000 -5.0468 3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1136 4.9648 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2044 2.3904 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4898 2.0303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9965 3.3686 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6977 3.0085 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4612 1.7213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0454 3.6776 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5827 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0933 -1.7796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7158 -2.3674 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.8203 -1.3728 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.6810 -2.5886 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 -0.6581 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 2.3364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1625 4.6557 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 24 1 0 0 0 0 3 7 1 0 0 0 0 3 11 2 0 0 0 0 4 8 2 0 0 0 0 4 11 1 0 0 0 0 5 9 1 0 0 0 0 5 12 2 0 0 0 0 6 10 2 0 0 0 0 6 12 1 0 0 0 0 7 13 2 0 0 0 0 8 13 1 0 0 0 0 9 14 2 0 0 0 0 10 14 1 0 0 0 0 11 15 1 0 0 0 0 12 16 1 0 0 0 0 13 23 1 0 0 0 0 14 24 1 0 0 0 0 15 16 2 0 0 0 0 15 22 1 0 0 0 0 16 25 1 0 0 0 0 17 18 1 0 0 0 0 17 22 2 0 0 0 0 17 25 1 0 0 0 0 18 19 1 0 0 0 0 18 20 1 0 0 0 0 18 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012304
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	365.07
ALogP	1.5851
MLogP	2.67
XLogP	5.647
HDA	1
HBD	0
Rotatable Bonds	10
TPSA	59.59
RO5 Violation	1