NPASS drugs

Drug Information

Drug ID:	NPD5147
Drug Name:	JTV-803
Molecular Formula:	C22H27N5O3
Canonical SMILES:	NC(=N)N1CCc2c(C1)ccc(c2)OCC1(CCN(CC1)c1ccncc1)C(=O)O
Standard InCHI:	InChI=1S/C22H27N5O3/c23-21(24)27-10-5-16-13-19(2-1-17(16)14-27)30-15-22(20(28)29)6-11-26(12-7-22)18-3-8-25-9-4-18/h1-4,8-9,13H,5-7,10-12,14-15H2,(H3,23,24)(H,28,29)
Standard InCHIKey:	JSRCDEBHZZFQGX-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5147

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	293
0.1-0.2	1578
0.2-0.3	8694
0.3-0.4	4284
0.4-0.5	12102
0.5-0.6	2821
0.6-0.7	1057
0.7-0.8	61
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	0.7465	NPC476582
Intermediate Similarity	0.7465	NPC476578
Intermediate Similarity	0.7465	NPC4071
Intermediate Similarity	0.7465	NPC287437
Intermediate Similarity	0.7454	NPC274291
Intermediate Similarity	0.7454	NPC118832
Intermediate Similarity	0.7454	NPC264166
Intermediate Similarity	0.7454	NPC47059
Intermediate Similarity	0.7454	NPC165349
Intermediate Similarity	0.7454	NPC329708
Intermediate Similarity	0.7443	NPC290689
Intermediate Similarity	0.7376	NPC202605
Intermediate Similarity	0.7376	NPC112206
Intermediate Similarity	0.7373	NPC36229
Intermediate Similarity	0.7373	NPC16452
Intermediate Similarity	0.7373	NPC476581
Intermediate Similarity	0.7346	NPC133140
Intermediate Similarity	0.7346	NPC195268
Intermediate Similarity	0.7339	NPC470164
Intermediate Similarity	0.7339	NPC323345
Intermediate Similarity	0.7311	NPC289786
Intermediate Similarity	0.7306	NPC313189
Intermediate Similarity	0.7243	NPC473053
Intermediate Similarity	0.7235	NPC31930
Intermediate Similarity	0.7227	NPC135549
Intermediate Similarity	0.722	NPC296482
Intermediate Similarity	0.722	NPC202768
Intermediate Similarity	0.722	NPC53069
Intermediate Similarity	0.7207	NPC470020
Intermediate Similarity	0.7189	NPC477019
Intermediate Similarity	0.7182	NPC472111
Intermediate Similarity	0.7179	NPC255800
Intermediate Similarity	0.7179	NPC96584
Intermediate Similarity	0.7174	NPC125597
Intermediate Similarity	0.7167	NPC201508
Intermediate Similarity	0.715	NPC329541
Intermediate Similarity	0.7149	NPC472099
Intermediate Similarity	0.7149	NPC193238
Intermediate Similarity	0.7143	NPC171409
Intermediate Similarity	0.7143	NPC472098
Intermediate Similarity	0.7143	NPC96405
Intermediate Similarity	0.7137	NPC173080
Intermediate Similarity	0.713	NPC322482
Intermediate Similarity	0.7129	NPC471178
Intermediate Similarity	0.7119	NPC295228
Intermediate Similarity	0.7118	NPC60621
Intermediate Similarity	0.7118	NPC473317
Intermediate Similarity	0.7117	NPC476465
Intermediate Similarity	0.7111	NPC162530
Intermediate Similarity	0.711	NPC234197
Intermediate Similarity	0.707	NPC307963
Intermediate Similarity	0.7067	NPC251160
Intermediate Similarity	0.7061	NPC314270
Intermediate Similarity	0.7061	NPC473822
Intermediate Similarity	0.7059	NPC289086
Intermediate Similarity	0.7051	NPC224928
Intermediate Similarity	0.7035	NPC236668
Intermediate Similarity	0.7031	NPC17565
Intermediate Similarity	0.7013	NPC122463
Intermediate Similarity	0.7005	NPC251090
Intermediate Similarity	0.7004	NPC146976
Remote Similarity	0.6996	NPC470018
Remote Similarity	0.6996	NPC475835
Remote Similarity	0.6977	NPC92111
Remote Similarity	0.6966	NPC74575
Remote Similarity	0.6957	NPC193267
Remote Similarity	0.6957	NPC213530
Remote Similarity	0.6946	NPC471177
Remote Similarity	0.6946	NPC59779
Remote Similarity	0.6946	NPC472061
Remote Similarity	0.6946	NPC124542
Remote Similarity	0.6943	NPC162812
Remote Similarity	0.6943	NPC473513
Remote Similarity	0.694	NPC280272
Remote Similarity	0.694	NPC216612
Remote Similarity	0.693	NPC76748
Remote Similarity	0.692	NPC49547
Remote Similarity	0.6917	NPC315467
Remote Similarity	0.6913	NPC96321
Remote Similarity	0.691	NPC65277
Remote Similarity	0.6906	NPC285558
Remote Similarity	0.69	NPC30570
Remote Similarity	0.6898	NPC469390
Remote Similarity	0.6895	NPC156704
Remote Similarity	0.6891	NPC473105
Remote Similarity	0.689	NPC478009
Remote Similarity	0.6889	NPC475910
Remote Similarity	0.6886	NPC266931
Remote Similarity	0.6886	NPC476287
Remote Similarity	0.6884	NPC296527
Remote Similarity	0.6881	NPC146724
Remote Similarity	0.6872	NPC208284
Remote Similarity	0.687	NPC469727
Remote Similarity	0.6865	NPC328928
Remote Similarity	0.6861	NPC469440
Remote Similarity	0.686	NPC99891
Remote Similarity	0.6853	NPC54066
Remote Similarity	0.6853	NPC174049
Remote Similarity	0.6849	NPC475720
Remote Similarity	0.6849	NPC474192
Remote Similarity	0.6844	NPC148896
Remote Similarity	0.6844	NPC208522
Remote Similarity	0.6844	NPC471013
Remote Similarity	0.6844	NPC180668
Remote Similarity	0.6842	NPC264176
Remote Similarity	0.6842	NPC56271
Remote Similarity	0.6842	NPC292517
Remote Similarity	0.684	NPC470474
Remote Similarity	0.684	NPC473041
Remote Similarity	0.6829	NPC97367
Remote Similarity	0.6828	NPC167860
Remote Similarity	0.6828	NPC123976
Remote Similarity	0.6827	NPC478080
Remote Similarity	0.6816	NPC107123
Remote Similarity	0.6814	NPC82548
Remote Similarity	0.6814	NPC477111
Remote Similarity	0.6814	NPC18348
Remote Similarity	0.6812	NPC271215
Remote Similarity	0.6812	NPC149471
Remote Similarity	0.681	NPC150048
Remote Similarity	0.681	NPC203754
Remote Similarity	0.6803	NPC75179
Remote Similarity	0.6802	NPC176538
Remote Similarity	0.6802	NPC329793
Remote Similarity	0.6802	NPC315957
Remote Similarity	0.6797	NPC477908
Remote Similarity	0.6797	NPC206343
Remote Similarity	0.6795	NPC210434
Remote Similarity	0.6793	NPC311906
Remote Similarity	0.6791	NPC61350
Remote Similarity	0.6789	NPC141915
Remote Similarity	0.6789	NPC114335
Remote Similarity	0.6789	NPC280964
Remote Similarity	0.6789	NPC99666
Remote Similarity	0.6786	NPC475774
Remote Similarity	0.6786	NPC473833
Remote Similarity	0.6784	NPC469589
Remote Similarity	0.6783	NPC237740
Remote Similarity	0.6781	NPC128115
Remote Similarity	0.6778	NPC471004
Remote Similarity	0.6767	NPC204446
Remote Similarity	0.6765	NPC469792
Remote Similarity	0.6761	NPC161887
Remote Similarity	0.676	NPC326930
Remote Similarity	0.676	NPC475301
Remote Similarity	0.6758	NPC478010
Remote Similarity	0.6757	NPC478011
Remote Similarity	0.6754	NPC188420
Remote Similarity	0.6754	NPC471304
Remote Similarity	0.6754	NPC309845
Remote Similarity	0.6753	NPC148183
Remote Similarity	0.6753	NPC477110
Remote Similarity	0.6753	NPC152768
Remote Similarity	0.6739	NPC316181
Remote Similarity	0.6739	NPC317752
Remote Similarity	0.6739	NPC151781
Remote Similarity	0.6739	NPC471080
Remote Similarity	0.6739	NPC469592
Remote Similarity	0.6739	NPC74562
Remote Similarity	0.6738	NPC472555
Remote Similarity	0.6737	NPC21638
Remote Similarity	0.6736	NPC476999
Remote Similarity	0.6736	NPC476995
Remote Similarity	0.6734	NPC10904
Remote Similarity	0.6731	NPC314176
Remote Similarity	0.6726	NPC477113
Remote Similarity	0.6726	NPC213308
Remote Similarity	0.6726	NPC315491
Remote Similarity	0.6726	NPC45459
Remote Similarity	0.6726	NPC249040
Remote Similarity	0.6725	NPC242923
Remote Similarity	0.6723	NPC477911
Remote Similarity	0.6723	NPC314954
Remote Similarity	0.6721	NPC119134
Remote Similarity	0.6712	NPC127085
Remote Similarity	0.6711	NPC174758
Remote Similarity	0.6709	NPC477901
Remote Similarity	0.6708	NPC30540
Remote Similarity	0.6708	NPC41679
Remote Similarity	0.6707	NPC81939
Remote Similarity	0.6699	NPC177404
Remote Similarity	0.6698	NPC283152
Remote Similarity	0.6698	NPC284559
Remote Similarity	0.6696	NPC318299
Remote Similarity	0.6696	NPC316981
Remote Similarity	0.6696	NPC232727
Remote Similarity	0.6695	NPC278525
Remote Similarity	0.6695	NPC100079
Remote Similarity	0.6695	NPC130570
Remote Similarity	0.6695	NPC23614
Remote Similarity	0.6695	NPC24019
Remote Similarity	0.6694	NPC295452
Remote Similarity	0.6694	NPC171393
Remote Similarity	0.6693	NPC472435
Remote Similarity	0.6682	NPC66083
Remote Similarity	0.6682	NPC103230
Remote Similarity	0.6682	NPC219963
Remote Similarity	0.6681	NPC210256
Remote Similarity	0.6681	NPC469928
Remote Similarity	0.668	NPC475533

Drug Structure

NPD5147 OpenBabel08211706322D 34 37 0 0 0 0 0 0 0 0999 V2000 -0.2588 -0.9659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2247 -1.2247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5866 -1.0012 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7206 0.4988 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4483 1.6730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9885 -2.5012 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1225 -1.0012 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4526 -0.5012 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5866 0.9988 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5176 1.9319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8546 -2.0012 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9885 -0.5012 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6730 0.4483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9659 0.2588 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1566 -1.7424 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 0.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7206 -0.5012 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9319 -0.5176 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2530 -2.9926 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1907 1.4836 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1225 -2.0012 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8978 0.7765 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.4495 2.4495 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.4526 0.4988 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.8546 -1.0012 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.2247 1.2247 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1769 -3.3753 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4597 -3.6014 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8978 -0.7765 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8637 1.0353 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4154 2.7083 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7424 3.1566 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5902 -4.5929 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 17 2 0 0 0 0 2 19 2 0 0 0 0 3 8 1 0 0 0 0 3 18 2 0 0 0 0 4 9 2 0 0 0 0 4 18 1 0 0 0 0 5 10 1 0 0 0 0 5 16 1 0 0 0 0 6 11 1 0 0 0 0 6 22 1 0 0 0 0 7 12 1 0 0 0 0 7 22 1 0 0 0 0 8 25 2 0 0 0 0 9 25 1 0 0 0 0 10 27 1 0 0 0 0 11 26 1 0 0 0 0 12 26 1 0 0 0 0 13 16 2 0 0 0 0 13 19 1 0 0 0 0 14 17 1 0 0 0 0 14 27 1 0 0 0 0 15 22 1 0 0 0 0 15 30 1 0 0 0 0 16 17 1 0 0 0 0 18 26 1 0 0 0 0 19 30 1 0 0 0 0 20 22 1 0 0 0 0 20 28 2 0 0 0 0 20 29 1 0 0 0 0 21 23 2 0 0 0 0 21 24 1 0 0 0 0 21 27 1 0 0 0 0 23 31 1 0 0 0 0 24 32 1 0 0 0 0 24 33 1 0 0 0 0 29 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001851
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	409.21
ALogP	-0.3952
MLogP	3
XLogP	2.651
HDA	7
HBD	3
Rotatable Bonds	8
TPSA	115.77
RO5 Violation	0