NPASS drugs

Drug Information

Drug ID:	NPD5014
Drug Name:	SB-273005
Molecular Formula:	C22H24F3N3O4
Canonical SMILES:	CNc1cccc(n1)CCOc1ccc2c(c1)CN(CC(F)(F)F)C(=O)[C@@H](C2)CC(=O)O
Standard InCHI:	InChI=1S/C22H24F3N3O4/c1-26-19-4-2-3-17(27-19)7-8-32-18-6-5-14-9-15(11-20(29)30)21(31)28(12-16(14)10-18)13-22(23,24)25/h2-6,10,15H,7-9,11-13H2,1H3,(H,26,27)(H,29,30)/t15-/m0/s1
Standard InCHIKey:	KSSPHFGIOASRDE-HNNXBMFYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5014

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	270
0.1-0.2	1496
0.2-0.3	7928
0.3-0.4	5000
0.4-0.5	12135
0.5-0.6	3197
0.6-0.7	846
0.7-0.8	18
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	0.7353	NPC475816
Intermediate Similarity	0.7339	NPC311906
Intermediate Similarity	0.7249	NPC96321
Intermediate Similarity	0.7246	NPC474192
Intermediate Similarity	0.7246	NPC475720
Intermediate Similarity	0.7186	NPC472099
Intermediate Similarity	0.7181	NPC472098
Intermediate Similarity	0.7174	NPC473041
Intermediate Similarity	0.7168	NPC471304
Intermediate Similarity	0.7143	NPC473105
Intermediate Similarity	0.7035	NPC243850
Intermediate Similarity	0.7026	NPC303658
Intermediate Similarity	0.7013	NPC152768
Intermediate Similarity	0.7013	NPC148183
Intermediate Similarity	0.7013	NPC469928
Intermediate Similarity	0.7004	NPC257851
Intermediate Similarity	0.7004	NPC475910
Intermediate Similarity	0.7004	NPC157931
Remote Similarity	0.6983	NPC305984
Remote Similarity	0.698	NPC316224
Remote Similarity	0.6975	NPC471762
Remote Similarity	0.6953	NPC315467
Remote Similarity	0.694	NPC330009
Remote Similarity	0.6936	NPC60621
Remote Similarity	0.692	NPC21638
Remote Similarity	0.692	NPC473449
Remote Similarity	0.6914	NPC184680
Remote Similarity	0.6901	NPC208898
Remote Similarity	0.6891	NPC24370
Remote Similarity	0.6891	NPC319232
Remote Similarity	0.6886	NPC193238
Remote Similarity	0.6885	NPC470785
Remote Similarity	0.6885	NPC470784
Remote Similarity	0.6878	NPC45850
Remote Similarity	0.686	NPC478009
Remote Similarity	0.6853	NPC151781
Remote Similarity	0.6853	NPC74562
Remote Similarity	0.6853	NPC316181
Remote Similarity	0.6844	NPC329793
Remote Similarity	0.6844	NPC329747
Remote Similarity	0.6833	NPC66777
Remote Similarity	0.6833	NPC194740
Remote Similarity	0.682	NPC320394
Remote Similarity	0.6802	NPC473540
Remote Similarity	0.6792	NPC124920
Remote Similarity	0.6792	NPC34580
Remote Similarity	0.6792	NPC478078
Remote Similarity	0.6792	NPC118559
Remote Similarity	0.6792	NPC304307
Remote Similarity	0.6781	NPC478074
Remote Similarity	0.6763	NPC100547
Remote Similarity	0.6759	NPC329982
Remote Similarity	0.6758	NPC194040
Remote Similarity	0.6757	NPC133140
Remote Similarity	0.6757	NPC195268
Remote Similarity	0.6752	NPC146976
Remote Similarity	0.6752	NPC50562
Remote Similarity	0.6751	NPC128115
Remote Similarity	0.6748	NPC82472
Remote Similarity	0.6739	NPC53344
Remote Similarity	0.6738	NPC264176
Remote Similarity	0.6736	NPC322135
Remote Similarity	0.6736	NPC223409
Remote Similarity	0.6736	NPC95240
Remote Similarity	0.6734	NPC478081
Remote Similarity	0.6732	NPC478080
Remote Similarity	0.6732	NPC303374
Remote Similarity	0.6731	NPC478010
Remote Similarity	0.673	NPC478011
Remote Similarity	0.6726	NPC280714
Remote Similarity	0.6724	NPC470020
Remote Similarity	0.6723	NPC67658
Remote Similarity	0.6722	NPC261251
Remote Similarity	0.6721	NPC323752
Remote Similarity	0.6721	NPC284888
Remote Similarity	0.6712	NPC469390
Remote Similarity	0.6709	NPC236668
Remote Similarity	0.6709	NPC313804
Remote Similarity	0.6709	NPC315804
Remote Similarity	0.6708	NPC14288
Remote Similarity	0.6708	NPC471615
Remote Similarity	0.6708	NPC125597
Remote Similarity	0.6706	NPC51854
Remote Similarity	0.6705	NPC314176
Remote Similarity	0.6697	NPC183805
Remote Similarity	0.6696	NPC472111
Remote Similarity	0.6695	NPC280272
Remote Similarity	0.6695	NPC242923
Remote Similarity	0.6694	NPC477066
Remote Similarity	0.6693	NPC314882
Remote Similarity	0.6681	NPC476098
Remote Similarity	0.6681	NPC323969
Remote Similarity	0.668	NPC133609
Remote Similarity	0.668	NPC81939
Remote Similarity	0.668	NPC54803
Remote Similarity	0.668	NPC214142
Remote Similarity	0.668	NPC208522
Remote Similarity	0.668	NPC321592
Remote Similarity	0.6667	NPC177404
Remote Similarity	0.6667	NPC477067
Remote Similarity	0.6667	NPC283152
Remote Similarity	0.6667	NPC478082
Remote Similarity	0.6667	NPC9729
Remote Similarity	0.6667	NPC473822
Remote Similarity	0.6654	NPC189079
Remote Similarity	0.6654	NPC478006
Remote Similarity	0.6653	NPC477588
Remote Similarity	0.6653	NPC477590
Remote Similarity	0.6653	NPC323198
Remote Similarity	0.6653	NPC475666
Remote Similarity	0.6653	NPC187145
Remote Similarity	0.6653	NPC477586
Remote Similarity	0.6653	NPC473317
Remote Similarity	0.6653	NPC74969
Remote Similarity	0.6653	NPC280799
Remote Similarity	0.6653	NPC477585
Remote Similarity	0.6652	NPC307963
Remote Similarity	0.6652	NPC290689
Remote Similarity	0.664	NPC28945
Remote Similarity	0.6639	NPC168209
Remote Similarity	0.6639	NPC308906
Remote Similarity	0.6638	NPC469592
Remote Similarity	0.6638	NPC471080
Remote Similarity	0.6627	NPC17437
Remote Similarity	0.6627	NPC475844
Remote Similarity	0.6626	NPC274640
Remote Similarity	0.6626	NPC245055
Remote Similarity	0.6626	NPC33064
Remote Similarity	0.6625	NPC478141
Remote Similarity	0.6624	NPC87413
Remote Similarity	0.6623	NPC277350
Remote Similarity	0.6622	NPC280638
Remote Similarity	0.6622	NPC276517
Remote Similarity	0.6614	NPC56271
Remote Similarity	0.6613	NPC474183
Remote Similarity	0.6612	NPC49547
Remote Similarity	0.661	NPC16066
Remote Similarity	0.6609	NPC223427
Remote Similarity	0.6608	NPC127085
Remote Similarity	0.6607	NPC55493
Remote Similarity	0.6607	NPC280964
Remote Similarity	0.6607	NPC141915
Remote Similarity	0.6607	NPC114335
Remote Similarity	0.6606	NPC61350
Remote Similarity	0.6604	NPC478012
Remote Similarity	0.6599	NPC272549
Remote Similarity	0.6597	NPC469594
Remote Similarity	0.6596	NPC112206
Remote Similarity	0.6596	NPC202605
Remote Similarity	0.6595	NPC270918
Remote Similarity	0.6593	NPC251090
Remote Similarity	0.6589	NPC284685
Remote Similarity	0.6585	NPC220852
Remote Similarity	0.6584	NPC244536
Remote Similarity	0.6581	NPC269367
Remote Similarity	0.658	NPC118832
Remote Similarity	0.658	NPC210256
Remote Similarity	0.658	NPC16452
Remote Similarity	0.658	NPC476581
Remote Similarity	0.658	NPC329708
Remote Similarity	0.658	NPC47059
Remote Similarity	0.658	NPC165349
Remote Similarity	0.658	NPC36229
Remote Similarity	0.658	NPC264166
Remote Similarity	0.658	NPC274291
Remote Similarity	0.6579	NPC241024
Remote Similarity	0.6579	NPC476578
Remote Similarity	0.6579	NPC4071
Remote Similarity	0.6579	NPC476582
Remote Similarity	0.6577	NPC66083
Remote Similarity	0.6574	NPC312872
Remote Similarity	0.6573	NPC477589
Remote Similarity	0.6573	NPC477587
Remote Similarity	0.6571	NPC474688
Remote Similarity	0.657	NPC97746
Remote Similarity	0.6568	NPC266931
Remote Similarity	0.6564	NPC156704
Remote Similarity	0.6562	NPC92111
Remote Similarity	0.6557	NPC246381
Remote Similarity	0.6556	NPC175150
Remote Similarity	0.6556	NPC243633
Remote Similarity	0.6556	NPC144452
Remote Similarity	0.6552	NPC475841
Remote Similarity	0.6552	NPC474145
Remote Similarity	0.6552	NPC300156
Remote Similarity	0.655	NPC477019
Remote Similarity	0.6549	NPC230313
Remote Similarity	0.6549	NPC67401
Remote Similarity	0.6548	NPC78609
Remote Similarity	0.6545	NPC176127
Remote Similarity	0.6543	NPC470018
Remote Similarity	0.6542	NPC469439
Remote Similarity	0.6538	NPC26872
Remote Similarity	0.6537	NPC469440
Remote Similarity	0.6537	NPC317572
Remote Similarity	0.6535	NPC306376
Remote Similarity	0.6534	NPC295452
Remote Similarity	0.6534	NPC171393
Remote Similarity	0.6531	NPC115595
Remote Similarity	0.6527	NPC314056

Drug Structure

NPD5014 OpenBabel08211706322D 34 36 0 0 1 0 0 0 0 0999 V2000 -8.6850 0.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9529 3.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0869 2.9010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8189 2.9010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6228 1.9010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4888 1.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2209 1.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2209 0.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9749 2.0245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6228 -0.0990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6235 2.5838 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9749 -0.2225 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6235 -0.7818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7568 1.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.8019 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7568 0.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0869 1.9010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4888 0.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8189 1.9010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6123 2.4347 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4339 0.9010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6123 -0.6328 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5432 -0.9981 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.7614 -1.6216 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.9777 0.2981 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -8.6850 1.4010 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.9529 1.4010 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.2358 3.2166 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9777 1.5039 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4339 0.9010 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3548 -0.0990 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.5510 1.9010 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9665 1.3548 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 26 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 17 1 0 0 0 0 4 19 2 0 0 0 0 5 6 1 0 0 0 0 5 14 2 0 0 0 0 6 18 2 0 0 0 0 7 8 1 0 0 0 0 7 17 1 0 0 0 0 8 32 1 0 0 0 0 9 14 1 0 0 0 0 9 15 1 0 0 0 0 10 16 2 0 0 0 0 10 18 1 0 0 0 0 11 20 1 0 0 0 0 12 16 1 0 0 0 0 12 28 1 0 0 0 0 13 22 1 0 0 0 0 13 28 1 0 0 0 0 14 16 1 0 0 0 0 15 11 1 1 0 0 0 15 21 1 0 0 0 0 17 27 2 0 0 0 0 18 32 1 0 0 0 0 19 26 1 0 0 0 0 19 27 1 0 0 0 0 20 29 2 0 0 0 0 20 30 1 0 0 0 0 21 28 1 0 0 0 0 21 31 2 0 0 0 0 22 23 1 0 0 0 0 22 24 1 0 0 0 0 22 25 1 0 0 0 0 26 33 1 0 0 0 0 30 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003342
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	451.17
ALogP	-0.2906
MLogP	2.78
XLogP	3.667
HDA	6
HBD	2
Rotatable Bonds	14
TPSA	91.76
RO5 Violation	0