NPASS drugs

Drug Information

Drug ID:	NPD3281
Drug Name:
Molecular Formula:	C19H17ClN2O5
Canonical SMILES:	CCNC(=O)c1[nH]o/c(=C2/C=C(Cl)C(=CC2=O)O)/c1c1ccc(cc1)OC
Standard InCHI:	InChI=1S/C19H17ClN2O5/c1-3-21-19(25)17-16(10-4-6-11(26-2)7-5-10)18(27-22-17)12-8-13(20)15(24)9-14(12)23/h4-9,22,24H,3H2,1-2H3,(H,21,25)/b18-12-
Standard InCHIKey:	DGNFSLDDDQFHNU-PDGQHHTCSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3281

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	117
0.1-0.2	969
0.2-0.3	4531
0.3-0.4	8446
0.4-0.5	4829
0.5-0.6	11006
0.6-0.7	978
0.7-0.8	14
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	0.7466	NPC218323
Intermediate Similarity	0.7417	NPC138365
Intermediate Similarity	0.7351	NPC29650
Intermediate Similarity	0.7285	NPC132308
Intermediate Similarity	0.7237	NPC470441
Intermediate Similarity	0.7233	NPC324081
Intermediate Similarity	0.7215	NPC9373
Intermediate Similarity	0.7133	NPC323948
Intermediate Similarity	0.7103	NPC41801
Intermediate Similarity	0.7078	NPC196708
Intermediate Similarity	0.7078	NPC237227
Intermediate Similarity	0.7059	NPC474473
Intermediate Similarity	0.7051	NPC231572
Intermediate Similarity	0.7044	NPC119569
Remote Similarity	0.6981	NPC473804
Remote Similarity	0.6948	NPC266425
Remote Similarity	0.6933	NPC320242
Remote Similarity	0.6928	NPC319320
Remote Similarity	0.6928	NPC287757
Remote Similarity	0.6923	NPC307682
Remote Similarity	0.6875	NPC296526
Remote Similarity	0.6857	NPC97811
Remote Similarity	0.6848	NPC256689
Remote Similarity	0.6848	NPC123011
Remote Similarity	0.6839	NPC169766
Remote Similarity	0.6831	NPC166837
Remote Similarity	0.6828	NPC258992
Remote Similarity	0.6828	NPC19290
Remote Similarity	0.6818	NPC257390
Remote Similarity	0.6797	NPC283079
Remote Similarity	0.6795	NPC473360
Remote Similarity	0.679	NPC189908
Remote Similarity	0.6779	NPC268348
Remote Similarity	0.6774	NPC247018
Remote Similarity	0.6774	NPC307123
Remote Similarity	0.6774	NPC97870
Remote Similarity	0.6772	NPC252107
Remote Similarity	0.6763	NPC42383
Remote Similarity	0.6759	NPC303370
Remote Similarity	0.6753	NPC120251
Remote Similarity	0.6752	NPC13826
Remote Similarity	0.6752	NPC209195
Remote Similarity	0.675	NPC204546
Remote Similarity	0.6736	NPC26524
Remote Similarity	0.6725	NPC254700
Remote Similarity	0.6711	NPC141739
Remote Similarity	0.6711	NPC136112
Remote Similarity	0.6709	NPC145446
Remote Similarity	0.6709	NPC99078
Remote Similarity	0.6709	NPC106606
Remote Similarity	0.6709	NPC137172
Remote Similarity	0.669	NPC114144
Remote Similarity	0.6689	NPC328267
Remote Similarity	0.6689	NPC473942
Remote Similarity	0.6689	NPC43275
Remote Similarity	0.6688	NPC274441
Remote Similarity	0.6667	NPC95366
Remote Similarity	0.6667	NPC158900
Remote Similarity	0.6667	NPC181905
Remote Similarity	0.6667	NPC470707
Remote Similarity	0.6667	NPC220923
Remote Similarity	0.6667	NPC214036
Remote Similarity	0.6667	NPC113236
Remote Similarity	0.6667	NPC248505
Remote Similarity	0.6646	NPC96406
Remote Similarity	0.6646	NPC205178
Remote Similarity	0.6646	NPC73883
Remote Similarity	0.6646	NPC277042
Remote Similarity	0.6646	NPC196609
Remote Similarity	0.6646	NPC136330
Remote Similarity	0.6646	NPC255817
Remote Similarity	0.6646	NPC230698
Remote Similarity	0.6646	NPC251454
Remote Similarity	0.6645	NPC171372
Remote Similarity	0.6644	NPC321133
Remote Similarity	0.6625	NPC150712
Remote Similarity	0.6623	NPC298486
Remote Similarity	0.662	NPC146530
Remote Similarity	0.6612	NPC174629
Remote Similarity	0.6607	NPC471073
Remote Similarity	0.6607	NPC270811
Remote Similarity	0.6605	NPC308571
Remote Similarity	0.66	NPC83279
Remote Similarity	0.66	NPC473050
Remote Similarity	0.66	NPC473051
Remote Similarity	0.6596	NPC113457
Remote Similarity	0.6593	NPC174607
Remote Similarity	0.6582	NPC193673
Remote Similarity	0.6582	NPC167096
Remote Similarity	0.6582	NPC45783
Remote Similarity	0.6582	NPC328419
Remote Similarity	0.6582	NPC94280
Remote Similarity	0.6582	NPC159150
Remote Similarity	0.6582	NPC103947
Remote Similarity	0.6579	NPC217277
Remote Similarity	0.6579	NPC255253
Remote Similarity	0.6577	NPC256369
Remote Similarity	0.6575	NPC299806
Remote Similarity	0.6571	NPC2518
Remote Similarity	0.657	NPC472923
Remote Similarity	0.6569	NPC175298
Remote Similarity	0.6561	NPC470392
Remote Similarity	0.6557	NPC147847
Remote Similarity	0.6554	NPC280001
Remote Similarity	0.6552	NPC199462
Remote Similarity	0.6549	NPC186469
Remote Similarity	0.6548	NPC474852
Remote Similarity	0.6545	NPC2672
Remote Similarity	0.6538	NPC474087
Remote Similarity	0.6538	NPC259071
Remote Similarity	0.6538	NPC77435
Remote Similarity	0.6533	NPC263835
Remote Similarity	0.6522	NPC476989
Remote Similarity	0.6516	NPC17374
Remote Similarity	0.6513	NPC286573
Remote Similarity	0.651	NPC293424
Remote Similarity	0.6506	NPC20755
Remote Similarity	0.6503	NPC309982
Remote Similarity	0.6503	NPC266741
Remote Similarity	0.65	NPC298224
Remote Similarity	0.65	NPC469808
Remote Similarity	0.6488	NPC13397
Remote Similarity	0.6486	NPC268317
Remote Similarity	0.6485	NPC17760
Remote Similarity	0.6483	NPC470355
Remote Similarity	0.6483	NPC21890
Remote Similarity	0.6481	NPC86087
Remote Similarity	0.6477	NPC477255
Remote Similarity	0.6474	NPC471306
Remote Similarity	0.6474	NPC471321
Remote Similarity	0.6471	NPC13020
Remote Similarity	0.6471	NPC140359
Remote Similarity	0.6471	NPC211218
Remote Similarity	0.6467	NPC124626
Remote Similarity	0.6467	NPC264976
Remote Similarity	0.6463	NPC81026
Remote Similarity	0.646	NPC193528
Remote Similarity	0.646	NPC225745
Remote Similarity	0.646	NPC231163
Remote Similarity	0.646	NPC318591
Remote Similarity	0.6458	NPC79543
Remote Similarity	0.6458	NPC474272
Remote Similarity	0.6457	NPC315388
Remote Similarity	0.6457	NPC231198
Remote Similarity	0.6457	NPC186617
Remote Similarity	0.6456	NPC328070
Remote Similarity	0.6456	NPC217574
Remote Similarity	0.6456	NPC318862
Remote Similarity	0.6454	NPC38209
Remote Similarity	0.6454	NPC109637
Remote Similarity	0.6452	NPC474476
Remote Similarity	0.6452	NPC303680
Remote Similarity	0.6452	NPC90128
Remote Similarity	0.6452	NPC84076
Remote Similarity	0.645	NPC473580
Remote Similarity	0.645	NPC476268
Remote Similarity	0.6447	NPC251259
Remote Similarity	0.6446	NPC296085
Remote Similarity	0.6443	NPC469954
Remote Similarity	0.6443	NPC120075
Remote Similarity	0.6442	NPC66518
Remote Similarity	0.6442	NPC323204
Remote Similarity	0.6438	NPC470471
Remote Similarity	0.6438	NPC180647
Remote Similarity	0.6438	NPC475828
Remote Similarity	0.6433	NPC196026
Remote Similarity	0.6433	NPC169742
Remote Similarity	0.6433	NPC200555
Remote Similarity	0.6429	NPC207824
Remote Similarity	0.6429	NPC60538
Remote Similarity	0.6429	NPC95733
Remote Similarity	0.6429	NPC62101
Remote Similarity	0.6429	NPC470082
Remote Similarity	0.6425	NPC4669
Remote Similarity	0.6424	NPC16188
Remote Similarity	0.6424	NPC244338
Remote Similarity	0.642	NPC318028
Remote Similarity	0.642	NPC317741
Remote Similarity	0.642	NPC473693
Remote Similarity	0.642	NPC471568
Remote Similarity	0.642	NPC241086
Remote Similarity	0.642	NPC282087
Remote Similarity	0.642	NPC318984
Remote Similarity	0.642	NPC328137
Remote Similarity	0.642	NPC259800
Remote Similarity	0.6417	NPC227953
Remote Similarity	0.6414	NPC473809
Remote Similarity	0.641	NPC123228
Remote Similarity	0.641	NPC123722
Remote Similarity	0.641	NPC151167
Remote Similarity	0.641	NPC5018
Remote Similarity	0.641	NPC276466
Remote Similarity	0.6409	NPC28368
Remote Similarity	0.6408	NPC470393
Remote Similarity	0.6408	NPC227255
Remote Similarity	0.6407	NPC473491
Remote Similarity	0.6403	NPC100870
Remote Similarity	0.64	NPC473502
Remote Similarity	0.64	NPC209463
Remote Similarity	0.6398	NPC313694

Drug Structure

NPD3281 OpenBabel08211703112D 30 32 0 0 0 0 0 0 0 0999 V2000 3.2415 -1.7689 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5917 5.6229 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6537 -0.9599 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2738 3.0485 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 0.4817 4.0267 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 -0.9706 2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 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 1.4328 4.3357 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 -1.8366 2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 0.9945 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 0.8090 1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1045 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4727 0.7626 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 3.9945 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.0605 -0.0464 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 -0.2079 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 -0.0055 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 2.9945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8794 1.6762 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6407 5.3138 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0550 0.0582 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3849 -1.1215 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 2.4945 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 26 1 0 0 0 0 3 21 1 0 0 0 0 4 6 1 0 0 0 0 4 10 2 0 0 0 0 5 7 2 0 0 0 0 5 10 1 0 0 0 0 6 11 2 0 0 0 0 7 11 1 0 0 0 0 8 12 1 0 0 0 0 8 13 2 0 0 0 0 9 14 1 0 0 0 0 9 15 2 0 0 0 0 10 16 1 0 0 0 0 11 26 1 0 0 0 0 12 14 1 0 0 0 0 12 18 2 0 0 0 0 13 15 1 0 0 0 0 13 20 1 0 0 0 0 14 23 2 0 0 0 0 15 24 1 0 0 0 0 16 17 2 0 0 0 0 16 18 1 0 0 0 0 17 19 1 0 0 0 0 17 22 1 0 0 0 0 18 27 1 0 0 0 0 19 21 1 0 0 0 0 19 25 2 0 0 0 0 21 28 1 0 0 0 0 22 27 1 0 0 0 0 22 29 1 0 0 0 0 24 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC002370
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	16058668
ChEBI
CAS Number

Drug Properties

Molecular Weight	388.08
ALogP	-0.8869
MLogP	2.67
XLogP	2.726
HDA	4
HBD	3
Rotatable Bonds	9
TPSA	96.89
RO5 Violation	0