NPASS drugs

Drug Information

Drug ID:	NPD1900
Drug Name:
Molecular Formula:	C16H14BrN3O2
Canonical SMILES:	COc1cc2c(ncnc2cc1OC)Nc1cccc(c1)Br
Standard InCHI:	InChI=1S/C16H14BrN3O2/c1-21-14-7-12-13(8-15(14)22-2)18-9-19-16(12)20-11-5-3-4-10(17)6-11/h3-9H,1-2H3,(H,18,19,20)
Standard InCHIKey:	LSPANGZZENHZNJ-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1900

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	679
0.1-0.2	7737
0.2-0.3	5559
0.3-0.4	10204
0.4-0.5	4136
0.5-0.6	2004
0.6-0.7	519
0.7-0.8	51
0.8-0.85	1
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	0.8312	NPC56271
Intermediate Similarity	0.7578	NPC162530
Intermediate Similarity	0.7366	NPC472031
Intermediate Similarity	0.7366	NPC472067
Intermediate Similarity	0.7366	NPC472066
Intermediate Similarity	0.7364	NPC135887
Intermediate Similarity	0.7364	NPC199277
Intermediate Similarity	0.7349	NPC195268
Intermediate Similarity	0.7349	NPC133140
Intermediate Similarity	0.7343	NPC312872
Intermediate Similarity	0.7301	NPC316981
Intermediate Similarity	0.7297	NPC16452
Intermediate Similarity	0.7297	NPC36229
Intermediate Similarity	0.7297	NPC476581
Intermediate Similarity	0.7284	NPC472068
Intermediate Similarity	0.7284	NPC130570
Intermediate Similarity	0.728	NPC30540
Intermediate Similarity	0.7273	NPC315957
Intermediate Similarity	0.7273	NPC234197
Intermediate Similarity	0.7269	NPC266931
Intermediate Similarity	0.7249	NPC473513
Intermediate Similarity	0.7227	NPC476582
Intermediate Similarity	0.7227	NPC476578
Intermediate Similarity	0.7227	NPC4071
Intermediate Similarity	0.722	NPC285558
Intermediate Similarity	0.7217	NPC173080
Intermediate Similarity	0.7196	NPC204385
Intermediate Similarity	0.717	NPC144114
Intermediate Similarity	0.7162	NPC31930
Intermediate Similarity	0.7137	NPC211416
Intermediate Similarity	0.7123	NPC131017
Intermediate Similarity	0.7117	NPC477019
Intermediate Similarity	0.7089	NPC206201
Intermediate Similarity	0.7085	NPC232727
Intermediate Similarity	0.7074	NPC202768
Intermediate Similarity	0.7074	NPC296482
Intermediate Similarity	0.7074	NPC53069
Intermediate Similarity	0.7074	NPC202605
Intermediate Similarity	0.7074	NPC112206
Intermediate Similarity	0.7061	NPC123976
Intermediate Similarity	0.7061	NPC167860
Intermediate Similarity	0.7059	NPC115595
Intermediate Similarity	0.704	NPC329747
Intermediate Similarity	0.704	NPC176538
Intermediate Similarity	0.704	NPC303374
Intermediate Similarity	0.7039	NPC308906
Intermediate Similarity	0.7022	NPC162484
Intermediate Similarity	0.7021	NPC280272
Intermediate Similarity	0.7004	NPC313189
Intermediate Similarity	0.7	NPC258773
Intermediate Similarity	0.7	NPC171409
Intermediate Similarity	0.7	NPC96405
Remote Similarity	0.6983	NPC295228
Remote Similarity	0.6976	NPC9729
Remote Similarity	0.6974	NPC476465
Remote Similarity	0.6972	NPC296527
Remote Similarity	0.6966	NPC193267
Remote Similarity	0.6966	NPC213530
Remote Similarity	0.6957	NPC208284
Remote Similarity	0.6952	NPC164664
Remote Similarity	0.6948	NPC51854
Remote Similarity	0.6947	NPC223427
Remote Similarity	0.6944	NPC84478
Remote Similarity	0.6941	NPC76748
Remote Similarity	0.694	NPC235076
Remote Similarity	0.693	NPC135549
Remote Similarity	0.693	NPC477891
Remote Similarity	0.6923	NPC307963
Remote Similarity	0.692	NPC287437
Remote Similarity	0.6913	NPC188420
Remote Similarity	0.6913	NPC290689
Remote Similarity	0.6909	NPC92111
Remote Similarity	0.6898	NPC176127
Remote Similarity	0.6894	NPC292958
Remote Similarity	0.6893	NPC26850
Remote Similarity	0.6889	NPC121772
Remote Similarity	0.6889	NPC329793
Remote Similarity	0.6888	NPC160666
Remote Similarity	0.6887	NPC208060
Remote Similarity	0.6883	NPC246518
Remote Similarity	0.6875	NPC471762
Remote Similarity	0.6861	NPC251090
Remote Similarity	0.6856	NPC193777
Remote Similarity	0.6853	NPC251160
Remote Similarity	0.6851	NPC23614
Remote Similarity	0.6851	NPC100079
Remote Similarity	0.6838	NPC170114
Remote Similarity	0.6833	NPC157931
Remote Similarity	0.6826	NPC475910
Remote Similarity	0.6826	NPC18348
Remote Similarity	0.6825	NPC278874
Remote Similarity	0.6824	NPC149471
Remote Similarity	0.6824	NPC271215
Remote Similarity	0.6824	NPC477610
Remote Similarity	0.6822	NPC46451
Remote Similarity	0.6818	NPC230805
Remote Similarity	0.6816	NPC326634
Remote Similarity	0.6812	NPC323345
Remote Similarity	0.6812	NPC470164
Remote Similarity	0.6805	NPC66777
Remote Similarity	0.68	NPC72211
Remote Similarity	0.6797	NPC201697
Remote Similarity	0.6795	NPC470549
Remote Similarity	0.6786	NPC13880
Remote Similarity	0.6781	NPC128084
Remote Similarity	0.6781	NPC471603
Remote Similarity	0.678	NPC473822
Remote Similarity	0.6768	NPC77101
Remote Similarity	0.6767	NPC471304
Remote Similarity	0.6763	NPC187145
Remote Similarity	0.6761	NPC105758
Remote Similarity	0.6761	NPC476688
Remote Similarity	0.6761	NPC41501
Remote Similarity	0.6761	NPC476686
Remote Similarity	0.6756	NPC70956
Remote Similarity	0.6756	NPC243834
Remote Similarity	0.6752	NPC471080
Remote Similarity	0.6752	NPC469592
Remote Similarity	0.6752	NPC236668
Remote Similarity	0.6748	NPC473183
Remote Similarity	0.6747	NPC316756
Remote Similarity	0.6736	NPC118121
Remote Similarity	0.6724	NPC174758
Remote Similarity	0.6723	NPC174049
Remote Similarity	0.6723	NPC146976
Remote Similarity	0.6714	NPC224632
Remote Similarity	0.6711	NPC222018
Remote Similarity	0.6711	NPC70259
Remote Similarity	0.6709	NPC204446
Remote Similarity	0.6709	NPC48353
Remote Similarity	0.6706	NPC270515
Remote Similarity	0.6697	NPC254762
Remote Similarity	0.6697	NPC66083
Remote Similarity	0.6695	NPC11464
Remote Similarity	0.6695	NPC60621
Remote Similarity	0.6681	NPC66815
Remote Similarity	0.6681	NPC478074
Remote Similarity	0.6681	NPC82548
Remote Similarity	0.6681	NPC17565
Remote Similarity	0.6667	NPC476121
Remote Similarity	0.6667	NPC285635
Remote Similarity	0.6667	NPC472289
Remote Similarity	0.6667	NPC43787
Remote Similarity	0.6667	NPC473184
Remote Similarity	0.6667	NPC476124
Remote Similarity	0.6667	NPC26872
Remote Similarity	0.6667	NPC205934
Remote Similarity	0.6652	NPC469589
Remote Similarity	0.6652	NPC99666
Remote Similarity	0.6639	NPC473041
Remote Similarity	0.6639	NPC469594
Remote Similarity	0.6639	NPC96321
Remote Similarity	0.6638	NPC267423
Remote Similarity	0.6637	NPC194967
Remote Similarity	0.6636	NPC62069
Remote Similarity	0.6636	NPC284559
Remote Similarity	0.6635	NPC177404
Remote Similarity	0.6625	NPC17305
Remote Similarity	0.6625	NPC310118
Remote Similarity	0.6624	NPC113369
Remote Similarity	0.6611	NPC250178
Remote Similarity	0.6609	NPC475112
Remote Similarity	0.6609	NPC475085
Remote Similarity	0.6609	NPC291535
Remote Similarity	0.6599	NPC208898
Remote Similarity	0.6598	NPC210434
Remote Similarity	0.6598	NPC122463
Remote Similarity	0.6595	NPC472111
Remote Similarity	0.6594	NPC19872
Remote Similarity	0.6584	NPC132631
Remote Similarity	0.6584	NPC60006
Remote Similarity	0.6584	NPC103687
Remote Similarity	0.6581	NPC185782
Remote Similarity	0.6581	NPC174672
Remote Similarity	0.658	NPC476138
Remote Similarity	0.658	NPC245816
Remote Similarity	0.657	NPC122436
Remote Similarity	0.657	NPC65277
Remote Similarity	0.6569	NPC477609
Remote Similarity	0.6568	NPC26679
Remote Similarity	0.6565	NPC476044
Remote Similarity	0.6559	NPC473182
Remote Similarity	0.6557	NPC110151
Remote Similarity	0.6557	NPC473185
Remote Similarity	0.6555	NPC274982
Remote Similarity	0.6555	NPC477110
Remote Similarity	0.6553	NPC470020
Remote Similarity	0.6552	NPC264166
Remote Similarity	0.6552	NPC274291
Remote Similarity	0.6552	NPC475070
Remote Similarity	0.6552	NPC118832
Remote Similarity	0.6552	NPC47059
Remote Similarity	0.6552	NPC329708
Remote Similarity	0.6552	NPC165349
Remote Similarity	0.6548	NPC477806
Remote Similarity	0.6548	NPC477796
Remote Similarity	0.6548	NPC477805
Remote Similarity	0.6548	NPC477795
Remote Similarity	0.6547	NPC46580
Remote Similarity	0.6545	NPC201508

Drug Structure

NPD1900 OpenBabel08211701392D 23 25 0 0 0 0 0 0 0 0999 V2000 -0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 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 3.4641 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 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 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 -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 1.7321 1.0000 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 -1.7321 1.0000 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 -2.5981 2.5000 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 -1.5000 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 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 0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 22 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 10 1 0 0 0 0 5 11 2 0 0 0 0 6 10 2 0 0 0 0 6 11 1 0 0 0 0 7 12 2 0 0 0 0 7 14 1 0 0 0 0 8 13 2 0 0 0 0 8 15 1 0 0 0 0 9 18 2 0 0 0 0 9 19 1 0 0 0 0 10 17 1 0 0 0 0 11 20 1 0 0 0 0 12 13 1 0 0 0 0 12 16 1 0 0 0 0 13 18 1 0 0 0 0 14 15 2 0 0 0 0 14 21 1 0 0 0 0 15 22 1 0 0 0 0 16 19 2 0 0 0 0 16 20 1 0 0 0 0 20 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC003889
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11246488
ChEBI
CAS Number

Drug Properties

Molecular Weight	359.03
ALogP	0.3648
MLogP	2.56
XLogP	3.624
HDA	3
HBD	1
Rotatable Bonds	7
TPSA	56.27
RO5 Violation	0