NPASS drugs

Drug Information

Drug ID:	NPD4358
Drug Name:
Molecular Formula:	C21H20BrN5O3
Canonical SMILES:	Brc1cnc(nc1)Oc1ccc(cc1C)NC(=O)N=C(c1ccccc1N(C)C)O
Standard InCHI:	InChI=1S/C21H20BrN5O3/c1-13-10-15(8-9-18(13)30-21-23-11-14(22)12-24-21)25-20(29)26-19(28)16-6-4-5-7-17(16)27(2)3/h4-12H,1-3H3,(H2,25,26,28,29)
Standard InCHIKey:	JNGQUJZDVFZPEN-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4358

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	427
0.1-0.2	3741
0.2-0.3	9200
0.3-0.4	8517
0.4-0.5	6124
0.5-0.6	2330
0.6-0.7	534
0.7-0.8	17
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	0.7399	NPC130570
Intermediate Similarity	0.7323	NPC164664
Intermediate Similarity	0.7215	NPC242923
Intermediate Similarity	0.7206	NPC144114
Intermediate Similarity	0.7198	NPC254762
Intermediate Similarity	0.7122	NPC477891
Intermediate Similarity	0.7079	NPC208060
Intermediate Similarity	0.7071	NPC224632
Intermediate Similarity	0.703	NPC105758
Intermediate Similarity	0.703	NPC476688
Intermediate Similarity	0.703	NPC476686
Intermediate Similarity	0.7015	NPC278874
Intermediate Similarity	0.7014	NPC113369
Intermediate Similarity	0.7013	NPC115595
Intermediate Similarity	0.7012	NPC56271
Intermediate Similarity	0.7	NPC472289
Intermediate Similarity	0.7	NPC471178
Remote Similarity	0.6991	NPC315957
Remote Similarity	0.6985	NPC59779
Remote Similarity	0.6985	NPC471177
Remote Similarity	0.6985	NPC124542
Remote Similarity	0.6948	NPC307963
Remote Similarity	0.6941	NPC329708
Remote Similarity	0.6941	NPC264166
Remote Similarity	0.6941	NPC165349
Remote Similarity	0.6941	NPC274291
Remote Similarity	0.6941	NPC118832
Remote Similarity	0.6941	NPC47059
Remote Similarity	0.6923	NPC476465
Remote Similarity	0.691	NPC160666
Remote Similarity	0.6906	NPC208284
Remote Similarity	0.6878	NPC30540
Remote Similarity	0.6854	NPC92111
Remote Similarity	0.6847	NPC477111
Remote Similarity	0.6844	NPC266931
Remote Similarity	0.6844	NPC478074
Remote Similarity	0.6842	NPC308906
Remote Similarity	0.6808	NPC76748
Remote Similarity	0.6806	NPC251090
Remote Similarity	0.68	NPC471603
Remote Similarity	0.6792	NPC171393
Remote Similarity	0.6792	NPC39092
Remote Similarity	0.6792	NPC295452
Remote Similarity	0.6787	NPC285558
Remote Similarity	0.6787	NPC475070
Remote Similarity	0.6786	NPC11464
Remote Similarity	0.6781	NPC187145
Remote Similarity	0.6769	NPC193267
Remote Similarity	0.6769	NPC213530
Remote Similarity	0.6761	NPC296527
Remote Similarity	0.6761	NPC230805
Remote Similarity	0.6758	NPC176538
Remote Similarity	0.6758	NPC121772
Remote Similarity	0.6749	NPC472068
Remote Similarity	0.6744	NPC99666
Remote Similarity	0.6741	NPC174672
Remote Similarity	0.6738	NPC132631
Remote Similarity	0.6738	NPC103687
Remote Similarity	0.6728	NPC242209
Remote Similarity	0.6726	NPC112206
Remote Similarity	0.6726	NPC202605
Remote Similarity	0.6725	NPC477609
Remote Similarity	0.6725	NPC173080
Remote Similarity	0.671	NPC310118
Remote Similarity	0.6708	NPC471614
Remote Similarity	0.6696	NPC82548
Remote Similarity	0.6696	NPC250178
Remote Similarity	0.6696	NPC162530
Remote Similarity	0.6694	NPC472066
Remote Similarity	0.6694	NPC472067
Remote Similarity	0.6694	NPC472031
Remote Similarity	0.6682	NPC19872
Remote Similarity	0.6682	NPC280638
Remote Similarity	0.6682	NPC477113
Remote Similarity	0.6667	NPC26850
Remote Similarity	0.6667	NPC171171
Remote Similarity	0.6652	NPC128084
Remote Similarity	0.6651	NPC13880
Remote Similarity	0.665	NPC177404
Remote Similarity	0.6638	NPC170114
Remote Similarity	0.6637	NPC36229
Remote Similarity	0.6637	NPC16452
Remote Similarity	0.6637	NPC476581
Remote Similarity	0.6635	NPC161887
Remote Similarity	0.6623	NPC477610
Remote Similarity	0.6622	NPC287208
Remote Similarity	0.6621	NPC77555
Remote Similarity	0.662	NPC314002
Remote Similarity	0.661	NPC477607
Remote Similarity	0.661	NPC477608
Remote Similarity	0.6609	NPC469727
Remote Similarity	0.6594	NPC470549
Remote Similarity	0.6592	NPC475774
Remote Similarity	0.6592	NPC223427
Remote Similarity	0.659	NPC324149
Remote Similarity	0.659	NPC133140
Remote Similarity	0.659	NPC195268
Remote Similarity	0.6583	NPC295228
Remote Similarity	0.6579	NPC316981
Remote Similarity	0.6578	NPC193238
Remote Similarity	0.6578	NPC193777
Remote Similarity	0.6577	NPC232727
Remote Similarity	0.6577	NPC31930
Remote Similarity	0.6575	NPC194967
Remote Similarity	0.6573	NPC204717
Remote Similarity	0.6568	NPC157931
Remote Similarity	0.6568	NPC110151
Remote Similarity	0.6565	NPC477110
Remote Similarity	0.6564	NPC123976
Remote Similarity	0.6564	NPC5145
Remote Similarity	0.6564	NPC167860
Remote Similarity	0.6557	NPC142385
Remote Similarity	0.6552	NPC17565
Remote Similarity	0.6545	NPC267928
Remote Similarity	0.654	NPC314954
Remote Similarity	0.6532	NPC329793
Remote Similarity	0.6526	NPC220765
Remote Similarity	0.652	NPC80596
Remote Similarity	0.652	NPC174758
Remote Similarity	0.6518	NPC200836
Remote Similarity	0.6517	NPC26872
Remote Similarity	0.6507	NPC48353
Remote Similarity	0.6496	NPC60621
Remote Similarity	0.6493	NPC184964
Remote Similarity	0.6491	NPC471304
Remote Similarity	0.6486	NPC4071
Remote Similarity	0.6486	NPC287437
Remote Similarity	0.6486	NPC476582
Remote Similarity	0.6486	NPC476578
Remote Similarity	0.6479	NPC219963
Remote Similarity	0.6479	NPC266551
Remote Similarity	0.6476	NPC475910
Remote Similarity	0.6476	NPC18348
Remote Similarity	0.6473	NPC211813
Remote Similarity	0.6471	NPC243834
Remote Similarity	0.6471	NPC70956
Remote Similarity	0.6468	NPC118121
Remote Similarity	0.6466	NPC473513
Remote Similarity	0.6466	NPC476041
Remote Similarity	0.6466	NPC304926
Remote Similarity	0.646	NPC472111
Remote Similarity	0.6459	NPC14651
Remote Similarity	0.6459	NPC121658
Remote Similarity	0.6457	NPC329747
Remote Similarity	0.6456	NPC214980
Remote Similarity	0.6456	NPC97367
Remote Similarity	0.6449	NPC72905
Remote Similarity	0.6443	NPC150447
Remote Similarity	0.6441	NPC65277
Remote Similarity	0.6441	NPC322482
Remote Similarity	0.6438	NPC23614
Remote Similarity	0.6438	NPC100079
Remote Similarity	0.6435	NPC296482
Remote Similarity	0.6435	NPC202768
Remote Similarity	0.6435	NPC53069
Remote Similarity	0.6426	NPC473317
Remote Similarity	0.6425	NPC222018
Remote Similarity	0.6422	NPC8022
Remote Similarity	0.6422	NPC470799
Remote Similarity	0.6422	NPC62995
Remote Similarity	0.6419	NPC309845
Remote Similarity	0.6416	NPC470500
Remote Similarity	0.6415	NPC283152
Remote Similarity	0.6414	NPC125597
Remote Similarity	0.6411	NPC476518
Remote Similarity	0.641	NPC168209
Remote Similarity	0.6409	NPC289786
Remote Similarity	0.6409	NPC106937
Remote Similarity	0.6407	NPC471080
Remote Similarity	0.6407	NPC469592
Remote Similarity	0.6406	NPC66083
Remote Similarity	0.6406	NPC46580
Remote Similarity	0.6402	NPC471762
Remote Similarity	0.64	NPC291535
Remote Similarity	0.64	NPC475112
Remote Similarity	0.64	NPC475085
Remote Similarity	0.6398	NPC280272
Remote Similarity	0.6398	NPC122463
Remote Similarity	0.6398	NPC312872
Remote Similarity	0.6396	NPC224928
Remote Similarity	0.6396	NPC156704
Remote Similarity	0.6395	NPC478010
Remote Similarity	0.6388	NPC323345
Remote Similarity	0.6388	NPC470164
Remote Similarity	0.6388	NPC476124
Remote Similarity	0.6388	NPC476121
Remote Similarity	0.6387	NPC60006
Remote Similarity	0.6384	NPC477019
Remote Similarity	0.6384	NPC234197
Remote Similarity	0.6381	NPC85482
Remote Similarity	0.6379	NPC235076
Remote Similarity	0.6378	NPC74619
Remote Similarity	0.6377	NPC473057
Remote Similarity	0.6376	NPC32771
Remote Similarity	0.6375	NPC116622
Remote Similarity	0.6372	NPC476138
Remote Similarity	0.6372	NPC245816
Remote Similarity	0.6372	NPC176127
Remote Similarity	0.6368	NPC204446
Remote Similarity	0.6368	NPC473822

Drug Structure

NPD4358 OpenBabel08211705262D 32 34 0 0 0 0 0 0 0 0999 V2000 0.8660 0.5000 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 3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 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 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 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 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 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 6.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 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 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 Br 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 4.3301 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 27 1 0 0 0 0 3 27 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 16 2 0 0 0 0 7 17 2 0 0 0 0 8 9 1 0 0 0 0 8 15 2 0 0 0 0 9 18 2 0 0 0 0 10 13 2 0 0 0 0 10 15 1 0 0 0 0 11 14 2 0 0 0 0 11 23 1 0 0 0 0 12 14 1 0 0 0 0 12 24 2 0 0 0 0 13 18 1 0 0 0 0 14 22 1 0 0 0 0 15 25 1 0 0 0 0 16 17 1 0 0 0 0 16 19 1 0 0 0 0 17 27 1 0 0 0 0 18 30 1 0 0 0 0 19 26 2 3 0 0 0 19 28 1 0 0 0 0 20 25 1 0 0 0 0 20 26 1 0 0 0 0 20 29 2 0 0 0 0 21 23 2 0 0 0 0 21 24 1 0 0 0 0 21 30 1 0 0 0 0 25 31 1 0 0 0 0 28 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016871
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	368697
ChEBI
CAS Number

Drug Properties

Molecular Weight	469.07
ALogP	0.7503
MLogP	2.78
XLogP	4.841
HDA	7
HBD	2
Rotatable Bonds	12
TPSA	99.94
RO5 Violation	0