NPASS drugs

Drug Information

Drug ID:	NPD3836
Drug Name:
Molecular Formula:	C20H19N3O2
Canonical SMILES:	CN(CCNc1[nH]c2cc(=O)ccc2c2c1C(=O)c1c2cccc1)C
Standard InCHI:	InChI=1S/C20H19N3O2/c1-23(2)10-9-21-20-18-17(13-5-3-4-6-14(13)19(18)25)15-8-7-12(24)11-16(15)22-20/h3-8,11,21-22H,9-10H2,1-2H3
Standard InCHIKey:	YXKRRCXCDMNRAU-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3836

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	115
0.1-0.2	908
0.2-0.3	4809
0.3-0.4	12184
0.4-0.5	11202
0.5-0.6	1511
0.6-0.7	160
0.7-0.8	1
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	0.7073	NPC167336
Remote Similarity	0.6985	NPC119326
Remote Similarity	0.6963	NPC192533
Remote Similarity	0.6949	NPC246757
Remote Similarity	0.6949	NPC291070
Remote Similarity	0.6917	NPC279385
Remote Similarity	0.6917	NPC179605
Remote Similarity	0.6906	NPC126458
Remote Similarity	0.6866	NPC103292
Remote Similarity	0.6842	NPC291962
Remote Similarity	0.6842	NPC177684
Remote Similarity	0.6835	NPC179224
Remote Similarity	0.6791	NPC161956
Remote Similarity	0.6791	NPC112373
Remote Similarity	0.6791	NPC258531
Remote Similarity	0.678	NPC284475
Remote Similarity	0.6763	NPC313722
Remote Similarity	0.675	NPC260233
Remote Similarity	0.6744	NPC275410
Remote Similarity	0.6741	NPC257490
Remote Similarity	0.6724	NPC43945
Remote Similarity	0.6723	NPC155232
Remote Similarity	0.6723	NPC1682
Remote Similarity	0.6723	NPC188844
Remote Similarity	0.6723	NPC153885
Remote Similarity	0.6712	NPC471164
Remote Similarity	0.6667	NPC215008
Remote Similarity	0.6667	NPC238219
Remote Similarity	0.6667	NPC157778
Remote Similarity	0.6639	NPC239185
Remote Similarity	0.6639	NPC133461
Remote Similarity	0.6612	NPC256452
Remote Similarity	0.661	NPC113307
Remote Similarity	0.6593	NPC226143
Remote Similarity	0.6591	NPC113099
Remote Similarity	0.6585	NPC49994
Remote Similarity	0.6585	NPC134882
Remote Similarity	0.6585	NPC75724
Remote Similarity	0.6583	NPC59677
Remote Similarity	0.6562	NPC172170
Remote Similarity	0.6555	NPC173413
Remote Similarity	0.6547	NPC79698
Remote Similarity	0.6528	NPC316104
Remote Similarity	0.6528	NPC162417
Remote Similarity	0.6504	NPC265220
Remote Similarity	0.6484	NPC473498
Remote Similarity	0.648	NPC476993
Remote Similarity	0.648	NPC472879
Remote Similarity	0.648	NPC109514
Remote Similarity	0.6471	NPC418308
Remote Similarity	0.6466	NPC472164
Remote Similarity	0.646	NPC300205
Remote Similarity	0.6449	NPC39818
Remote Similarity	0.6441	NPC69057
Remote Similarity	0.6434	NPC55529
Remote Similarity	0.6424	NPC119569
Remote Similarity	0.6423	NPC185208
Remote Similarity	0.6423	NPC219573
Remote Similarity	0.6423	NPC27833
Remote Similarity	0.6417	NPC19256
Remote Similarity	0.6408	NPC209389
Remote Similarity	0.6406	NPC473418
Remote Similarity	0.6404	NPC164086
Remote Similarity	0.6397	NPC220698
Remote Similarity	0.6393	NPC289883
Remote Similarity	0.6389	NPC473962
Remote Similarity	0.6387	NPC117032
Remote Similarity	0.6387	NPC267262
Remote Similarity	0.6372	NPC36342
Remote Similarity	0.6372	NPC2785
Remote Similarity	0.6372	NPC285470
Remote Similarity	0.6364	NPC472245
Remote Similarity	0.6358	NPC473804
Remote Similarity	0.6358	NPC136002
Remote Similarity	0.6357	NPC472699
Remote Similarity	0.6357	NPC472700
Remote Similarity	0.6356	NPC307
Remote Similarity	0.6356	NPC160339
Remote Similarity	0.6351	NPC153007
Remote Similarity	0.6341	NPC472880
Remote Similarity	0.6331	NPC268534
Remote Similarity	0.6328	NPC275467
Remote Similarity	0.6311	NPC323420
Remote Similarity	0.6308	NPC472696
Remote Similarity	0.6308	NPC472683
Remote Similarity	0.6308	NPC472701
Remote Similarity	0.6308	NPC472695
Remote Similarity	0.6283	NPC245966
Remote Similarity	0.6281	NPC277277
Remote Similarity	0.6276	NPC40364
Remote Similarity	0.6261	NPC190567
Remote Similarity	0.6261	NPC71664
Remote Similarity	0.625	NPC247976
Remote Similarity	0.624	NPC472788
Remote Similarity	0.6239	NPC273758
Remote Similarity	0.6239	NPC39600
Remote Similarity	0.6207	NPC12936
Remote Similarity	0.6207	NPC145053
Remote Similarity	0.6207	NPC273033
Remote Similarity	0.6202	NPC329282
Remote Similarity	0.6197	NPC470343
Remote Similarity	0.6197	NPC472244
Remote Similarity	0.619	NPC474473
Remote Similarity	0.6186	NPC133162
Remote Similarity	0.6181	NPC150863
Remote Similarity	0.6176	NPC473573
Remote Similarity	0.6174	NPC139901
Remote Similarity	0.6174	NPC151405
Remote Similarity	0.6173	NPC138293
Remote Similarity	0.6173	NPC113056
Remote Similarity	0.617	NPC254698
Remote Similarity	0.6169	NPC246412
Remote Similarity	0.6164	NPC53044
Remote Similarity	0.6159	NPC2823
Remote Similarity	0.6159	NPC471574
Remote Similarity	0.6154	NPC322433
Remote Similarity	0.6154	NPC473329
Remote Similarity	0.6149	NPC300299
Remote Similarity	0.6138	NPC280807
Remote Similarity	0.6138	NPC314431
Remote Similarity	0.6138	NPC194562
Remote Similarity	0.6136	NPC470252
Remote Similarity	0.6129	NPC2672
Remote Similarity	0.6127	NPC285394
Remote Similarity	0.6125	NPC222029
Remote Similarity	0.6124	NPC475939
Remote Similarity	0.6124	NPC474866
Remote Similarity	0.6124	NPC472691
Remote Similarity	0.6124	NPC471829
Remote Similarity	0.6121	NPC472118
Remote Similarity	0.6118	NPC472241
Remote Similarity	0.6111	NPC240042
Remote Similarity	0.6111	NPC307437
Remote Similarity	0.6111	NPC58827
Remote Similarity	0.6111	NPC72473
Remote Similarity	0.6107	NPC100767
Remote Similarity	0.6103	NPC246904
Remote Similarity	0.6096	NPC316746
Remote Similarity	0.6094	NPC112552
Remote Similarity	0.6087	NPC154478
Remote Similarity	0.6068	NPC73978
Remote Similarity	0.6062	NPC84317
Remote Similarity	0.6054	NPC207428
Remote Similarity	0.6047	NPC222390
Remote Similarity	0.6047	NPC244427
Remote Similarity	0.6039	NPC297322
Remote Similarity	0.6038	NPC295021
Remote Similarity	0.6036	NPC14849
Remote Similarity	0.6031	NPC67043
Remote Similarity	0.6031	NPC143516
Remote Similarity	0.6029	NPC57051
Remote Similarity	0.6026	NPC469560
Remote Similarity	0.6016	NPC58872
Remote Similarity	0.6016	NPC303967
Remote Similarity	0.6016	NPC110420
Remote Similarity	0.6016	NPC67585
Remote Similarity	0.6015	NPC473676
Remote Similarity	0.6015	NPC192577
Remote Similarity	0.6012	NPC293458
Remote Similarity	0.6	NPC274443
Remote Similarity	0.6	NPC472242
Remote Similarity	0.5988	NPC276085
Remote Similarity	0.5987	NPC472243
Remote Similarity	0.5987	NPC130251
Remote Similarity	0.5987	NPC207554
Remote Similarity	0.5985	NPC474973
Remote Similarity	0.5985	NPC474804
Remote Similarity	0.5985	NPC130898
Remote Similarity	0.5984	NPC472258
Remote Similarity	0.5984	NPC156021
Remote Similarity	0.5984	NPC153308
Remote Similarity	0.5983	NPC17408
Remote Similarity	0.5983	NPC285716
Remote Similarity	0.5972	NPC472165
Remote Similarity	0.5956	NPC470253
Remote Similarity	0.5952	NPC329430
Remote Similarity	0.5948	NPC316202
Remote Similarity	0.5948	NPC301760
Remote Similarity	0.594	NPC203732
Remote Similarity	0.5938	NPC322598
Remote Similarity	0.5935	NPC325709
Remote Similarity	0.5935	NPC298115
Remote Similarity	0.5929	NPC285679
Remote Similarity	0.5926	NPC265513
Remote Similarity	0.5926	NPC137315
Remote Similarity	0.5926	NPC291799
Remote Similarity	0.5926	NPC123241
Remote Similarity	0.5923	NPC320891
Remote Similarity	0.5917	NPC328611
Remote Similarity	0.5915	NPC71684
Remote Similarity	0.5912	NPC326664
Remote Similarity	0.5909	NPC134120
Remote Similarity	0.5909	NPC474910
Remote Similarity	0.5909	NPC172483
Remote Similarity	0.5906	NPC182057
Remote Similarity	0.5906	NPC131450
Remote Similarity	0.5906	NPC147298
Remote Similarity	0.5906	NPC12695
Remote Similarity	0.5902	NPC305602
Remote Similarity	0.5902	NPC17497

Drug Structure

NPD3836 OpenBabel08211704332D 27 30 0 0 0 0 0 0 0 0999 V2000 -2.5262 -1.4588 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6841 -2.9173 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0539 0.9733 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0540 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2118 1.4595 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2119 -0.4860 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 2.9177 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8419 2.4316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0001 -1.9448 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8420 -1.4587 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8422 1.4591 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8423 2.4314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3692 0.9732 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3693 0.0002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8420 1.4593 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0001 0.9730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6846 0.9731 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6847 0.0001 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5273 -0.4861 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8421 -0.4862 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8422 -1.4586 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 -1.6841 -1.9449 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7259 2.9414 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5273 -1.4949 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6843 -1.9447 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 23 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 13 2 0 0 0 0 6 14 2 0 0 0 0 7 8 2 0 0 0 0 7 12 1 0 0 0 0 8 15 1 0 0 0 0 9 10 1 0 0 0 0 9 21 1 0 0 0 0 10 23 1 0 0 0 0 11 12 1 0 0 0 0 11 16 2 0 0 0 0 12 24 2 0 0 0 0 13 14 1 0 0 0 0 13 17 1 0 0 0 0 14 19 1 0 0 0 0 15 16 1 0 0 0 0 15 17 2 0 0 0 0 16 22 1 0 0 0 0 17 18 1 0 0 0 0 18 19 1 0 0 0 0 18 20 2 0 0 0 0 19 25 2 0 0 0 0 20 21 1 0 0 0 0 20 22 1 0 0 0 0 21 26 1 0 0 0 0 22 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001410
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	177284
ChEBI
CAS Number

Drug Properties

Molecular Weight	333.15
ALogP	-0.4939
MLogP	3.11
XLogP	2.856
HDA	5
HBD	2
Rotatable Bonds	6
TPSA	61.44
RO5 Violation	0