NPASS drugs

Drug Information

Drug ID:	NPD3886
Drug Name:	Krn-633
Molecular Formula:	C20H21ClN4O4
Canonical SMILES:	CCCN=C(Nc1ccc(cc1Cl)Oc1ncnc2c1cc(OC)c(c2)OC)O
Standard InCHI:	InChI=1S/C20H21ClN4O4/c1-4-7-22-20(26)25-15-6-5-12(8-14(15)21)29-19-13-9-17(27-2)18(28-3)10-16(13)23-11-24-19/h5-6,8-11H,4,7H2,1-3H3,(H2,22,25,26)
Standard InCHIKey:	VPBYZLCHOKSGRX-UHFFFAOYSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3886

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	547
0.1-0.2	4689
0.2-0.3	8504
0.3-0.4	6727
0.4-0.5	7949
0.5-0.6	2056
0.6-0.7	407
0.7-0.8	10
0.8-0.85	0
0.85-0.9	1
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
High Similarity	0.8638	NPC56271
Intermediate Similarity	0.7126	NPC472068
Intermediate Similarity	0.7101	NPC162530
Intermediate Similarity	0.7101	NPC266931
Intermediate Similarity	0.707	NPC472067
Intermediate Similarity	0.707	NPC472031
Intermediate Similarity	0.707	NPC472066
Intermediate Similarity	0.7059	NPC316981
Intermediate Similarity	0.7018	NPC133140
Intermediate Similarity	0.7018	NPC195268
Intermediate Similarity	0.7016	NPC160666
Remote Similarity	0.6983	NPC473822
Remote Similarity	0.6979	NPC36229
Remote Similarity	0.6979	NPC476581
Remote Similarity	0.6979	NPC16452
Remote Similarity	0.6966	NPC199277
Remote Similarity	0.6966	NPC135887
Remote Similarity	0.6955	NPC308906
Remote Similarity	0.6917	NPC112206
Remote Similarity	0.6917	NPC202605
Remote Similarity	0.6914	NPC173080
Remote Similarity	0.6911	NPC130570
Remote Similarity	0.691	NPC4071
Remote Similarity	0.691	NPC476578
Remote Similarity	0.691	NPC476582
Remote Similarity	0.688	NPC315957
Remote Similarity	0.6875	NPC477795
Remote Similarity	0.6875	NPC477805
Remote Similarity	0.6875	NPC477806
Remote Similarity	0.6875	NPC477796
Remote Similarity	0.6872	NPC473513
Remote Similarity	0.6851	NPC31930
Remote Similarity	0.685	NPC30540
Remote Similarity	0.6847	NPC312872
Remote Similarity	0.6835	NPC285558
Remote Similarity	0.6833	NPC290689
Remote Similarity	0.6833	NPC219664
Remote Similarity	0.6813	NPC201508
Remote Similarity	0.6809	NPC234197
Remote Similarity	0.6802	NPC280272
Remote Similarity	0.6793	NPC162484
Remote Similarity	0.6777	NPC202768
Remote Similarity	0.6777	NPC296482
Remote Similarity	0.6777	NPC53069
Remote Similarity	0.6777	NPC203168
Remote Similarity	0.6772	NPC295228
Remote Similarity	0.677	NPC144114
Remote Similarity	0.6751	NPC66815
Remote Similarity	0.6732	NPC277351
Remote Similarity	0.6725	NPC204385
Remote Similarity	0.6721	NPC174049
Remote Similarity	0.6712	NPC164664
Remote Similarity	0.6708	NPC313189
Remote Similarity	0.6695	NPC307963
Remote Similarity	0.6695	NPC79293
Remote Similarity	0.6695	NPC279401
Remote Similarity	0.6693	NPC96584
Remote Similarity	0.6693	NPC255800
Remote Similarity	0.668	NPC213530
Remote Similarity	0.668	NPC193267
Remote Similarity	0.668	NPC250178
Remote Similarity	0.668	NPC476465
Remote Similarity	0.6667	NPC122463
Remote Similarity	0.6667	NPC477019
Remote Similarity	0.6667	NPC329747
Remote Similarity	0.6653	NPC223427
Remote Similarity	0.6642	NPC303374
Remote Similarity	0.664	NPC469594
Remote Similarity	0.6639	NPC171409
Remote Similarity	0.6639	NPC96405
Remote Similarity	0.6639	NPC232727
Remote Similarity	0.6639	NPC48353
Remote Similarity	0.6628	NPC471614
Remote Similarity	0.6627	NPC110151
Remote Similarity	0.6627	NPC310118
Remote Similarity	0.6627	NPC187145
Remote Similarity	0.6626	NPC167860
Remote Similarity	0.6626	NPC123976
Remote Similarity	0.6623	NPC66083
Remote Similarity	0.6616	NPC51854
Remote Similarity	0.6612	NPC475910
Remote Similarity	0.6602	NPC217554
Remote Similarity	0.6598	NPC208284
Remote Similarity	0.6598	NPC472111
Remote Similarity	0.6597	NPC176538
Remote Similarity	0.6596	NPC131017
Remote Similarity	0.659	NPC284141
Remote Similarity	0.6587	NPC200888
Remote Similarity	0.6585	NPC235076
Remote Similarity	0.6584	NPC201697
Remote Similarity	0.6582	NPC72211
Remote Similarity	0.6578	NPC9729
Remote Similarity	0.6573	NPC23614
Remote Similarity	0.6573	NPC100079
Remote Similarity	0.657	NPC135549
Remote Similarity	0.657	NPC193777
Remote Similarity	0.6568	NPC251090
Remote Similarity	0.6567	NPC76748
Remote Similarity	0.6565	NPC62069
Remote Similarity	0.6559	NPC170114
Remote Similarity	0.6557	NPC188420
Remote Similarity	0.6556	NPC329708
Remote Similarity	0.6556	NPC264166
Remote Similarity	0.6556	NPC274291
Remote Similarity	0.6556	NPC47059
Remote Similarity	0.6556	NPC118832
Remote Similarity	0.6556	NPC165349
Remote Similarity	0.6552	NPC188400
Remote Similarity	0.655	NPC477891
Remote Similarity	0.655	NPC206201
Remote Similarity	0.655	NPC473183
Remote Similarity	0.6548	NPC35761
Remote Similarity	0.6545	NPC471080
Remote Similarity	0.6545	NPC149471
Remote Similarity	0.6545	NPC469592
Remote Similarity	0.6545	NPC271215
Remote Similarity	0.6543	NPC18348
Remote Similarity	0.6542	NPC475112
Remote Similarity	0.6542	NPC475085
Remote Similarity	0.6542	NPC291535
Remote Similarity	0.6538	NPC92111
Remote Similarity	0.6535	NPC476997
Remote Similarity	0.6535	NPC237978
Remote Similarity	0.6535	NPC252251
Remote Similarity	0.6534	NPC118121
Remote Similarity	0.6529	NPC476106
Remote Similarity	0.6527	NPC329793
Remote Similarity	0.6525	NPC326634
Remote Similarity	0.6525	NPC11408
Remote Similarity	0.6524	NPC296527
Remote Similarity	0.6524	NPC230805
Remote Similarity	0.6518	NPC470549
Remote Similarity	0.651	NPC476996
Remote Similarity	0.651	NPC476998
Remote Similarity	0.6506	NPC204446
Remote Similarity	0.6504	NPC208060
Remote Similarity	0.6504	NPC251160
Remote Similarity	0.65	NPC41501
Remote Similarity	0.6498	NPC70259
Remote Similarity	0.6494	NPC84478
Remote Similarity	0.649	NPC11464
Remote Similarity	0.6486	NPC224632
Remote Similarity	0.6485	NPC287437
Remote Similarity	0.6484	NPC477531
Remote Similarity	0.6484	NPC217176
Remote Similarity	0.6481	NPC254762
Remote Similarity	0.648	NPC46451
Remote Similarity	0.648	NPC136924
Remote Similarity	0.6478	NPC236668
Remote Similarity	0.6478	NPC478074
Remote Similarity	0.6475	NPC99891
Remote Similarity	0.6473	NPC473184
Remote Similarity	0.6471	NPC243834
Remote Similarity	0.6471	NPC476994
Remote Similarity	0.6471	NPC70956
Remote Similarity	0.6468	NPC46970
Remote Similarity	0.6466	NPC12100
Remote Similarity	0.6463	NPC242923
Remote Similarity	0.646	NPC476688
Remote Similarity	0.646	NPC476686
Remote Similarity	0.646	NPC105758
Remote Similarity	0.6459	NPC469554
Remote Similarity	0.6458	NPC121772
Remote Similarity	0.6457	NPC214980
Remote Similarity	0.6456	NPC205934
Remote Similarity	0.6456	NPC43787
Remote Similarity	0.6454	NPC477533
Remote Similarity	0.6453	NPC270515
Remote Similarity	0.6452	NPC146976
Remote Similarity	0.645	NPC176127
Remote Similarity	0.6449	NPC469589
Remote Similarity	0.6445	NPC209174
Remote Similarity	0.6445	NPC469792
Remote Similarity	0.6444	NPC284685
Remote Similarity	0.6444	NPC278874
Remote Similarity	0.6441	NPC99666
Remote Similarity	0.6437	NPC26679
Remote Similarity	0.6432	NPC267423
Remote Similarity	0.6429	NPC60621
Remote Similarity	0.6429	NPC477532
Remote Similarity	0.6429	NPC17305
Remote Similarity	0.6426	NPC288349
Remote Similarity	0.6423	NPC471304
Remote Similarity	0.6412	NPC119134
Remote Similarity	0.641	NPC132385
Remote Similarity	0.6406	NPC471762
Remote Similarity	0.6402	NPC78609
Remote Similarity	0.6395	NPC474192
Remote Similarity	0.6395	NPC101543
Remote Similarity	0.6395	NPC475720
Remote Similarity	0.6393	NPC323345
Remote Similarity	0.6393	NPC470164
Remote Similarity	0.6388	NPC171393
Remote Similarity	0.6388	NPC258773
Remote Similarity	0.6388	NPC39092
Remote Similarity	0.6388	NPC295452
Remote Similarity	0.6382	NPC185782
Remote Similarity	0.6381	NPC24019
Remote Similarity	0.6367	NPC473185
Remote Similarity	0.6367	NPC157931

Drug Structure

NPD3886 OpenBabel08211704332D 31 33 0 0 0 0 0 0 0 0999 V2000 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 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 5.1962 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 27 1 0 0 0 0 3 28 1 0 0 0 0 4 7 1 0 0 0 0 5 6 2 0 0 0 0 5 12 1 0 0 0 0 6 15 1 0 0 0 0 7 22 1 0 0 0 0 8 12 2 0 0 0 0 8 14 1 0 0 0 0 9 13 2 0 0 0 0 9 17 1 0 0 0 0 10 16 2 0 0 0 0 10 18 1 0 0 0 0 11 23 2 0 0 0 0 11 24 1 0 0 0 0 12 29 1 0 0 0 0 13 16 1 0 0 0 0 13 19 1 0 0 0 0 14 15 2 0 0 0 0 14 21 1 0 0 0 0 15 25 1 0 0 0 0 16 23 1 0 0 0 0 17 18 2 0 0 0 0 17 27 1 0 0 0 0 18 28 1 0 0 0 0 19 24 2 0 0 0 0 19 29 1 0 0 0 0 20 22 2 3 0 0 0 20 25 1 0 0 0 0 20 26 1 0 0 0 0 25 30 1 0 0 0 0 26 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000355
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9549295
ChEBI
CAS Number

Drug Properties

Molecular Weight	416.13
ALogP	-0.0372
MLogP	2.67
XLogP	3.829
HDA	5
HBD	2
Rotatable Bonds	13
TPSA	98.09
RO5 Violation	0