NPASS drugs

Drug Information

Drug ID:	NPD3302
Drug Name:
Molecular Formula:	C19H18BrClN4O2
Canonical SMILES:	Clc1ccc(cc1)CCCOc1nnc(c(c1NCc1cccnc1)Br)O
Standard InCHI:	InChI=1S/C19H18BrClN4O2/c20-16-17(23-12-14-3-1-9-22-11-14)19(25-24-18(16)26)27-10-2-4-13-5-7-15(21)8-6-13/h1,3,5-9,11H,2,4,10,12H2,(H2,23,24,26)
Standard InCHIKey:	YJMYSLFFZJUXOA-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3302

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	493
0.1-0.2	4984
0.2-0.3	8111
0.3-0.4	11808
0.4-0.5	3503
0.5-0.6	1691
0.6-0.7	297
0.7-0.8	3
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	0.717	NPC161887
Intermediate Similarity	0.7089	NPC219963
Intermediate Similarity	0.7009	NPC266551
Remote Similarity	0.6971	NPC180504
Remote Similarity	0.6923	NPC226202
Remote Similarity	0.6894	NPC213530
Remote Similarity	0.6894	NPC193267
Remote Similarity	0.6889	NPC19872
Remote Similarity	0.6842	NPC97367
Remote Similarity	0.683	NPC267928
Remote Similarity	0.6787	NPC471593
Remote Similarity	0.678	NPC197141
Remote Similarity	0.6766	NPC470799
Remote Similarity	0.6766	NPC8022
Remote Similarity	0.6761	NPC121658
Remote Similarity	0.6761	NPC14651
Remote Similarity	0.6758	NPC20249
Remote Similarity	0.6736	NPC314954
Remote Similarity	0.6714	NPC476518
Remote Similarity	0.6709	NPC26679
Remote Similarity	0.6696	NPC289786
Remote Similarity	0.6653	NPC469554
Remote Similarity	0.6651	NPC471178
Remote Similarity	0.6635	NPC59779
Remote Similarity	0.6635	NPC471177
Remote Similarity	0.6635	NPC124542
Remote Similarity	0.6625	NPC470502
Remote Similarity	0.6624	NPC288349
Remote Similarity	0.6623	NPC274291
Remote Similarity	0.6623	NPC264166
Remote Similarity	0.6623	NPC329708
Remote Similarity	0.6623	NPC165349
Remote Similarity	0.6623	NPC47059
Remote Similarity	0.6623	NPC118832
Remote Similarity	0.6611	NPC292958
Remote Similarity	0.6609	NPC287208
Remote Similarity	0.6598	NPC470501
Remote Similarity	0.6594	NPC315957
Remote Similarity	0.6588	NPC25899
Remote Similarity	0.6585	NPC101543
Remote Similarity	0.6581	NPC185782
Remote Similarity	0.658	NPC476138
Remote Similarity	0.658	NPC245816
Remote Similarity	0.6574	NPC111624
Remote Similarity	0.657	NPC470503
Remote Similarity	0.656	NPC283152
Remote Similarity	0.6557	NPC48192
Remote Similarity	0.6556	NPC310118
Remote Similarity	0.6555	NPC477110
Remote Similarity	0.6553	NPC123976
Remote Similarity	0.6553	NPC167860
Remote Similarity	0.6553	NPC5145
Remote Similarity	0.6552	NPC470505
Remote Similarity	0.6552	NPC470500
Remote Similarity	0.655	NPC18487
Remote Similarity	0.6549	NPC84853
Remote Similarity	0.654	NPC476287
Remote Similarity	0.654	NPC162530
Remote Similarity	0.6523	NPC56271
Remote Similarity	0.6522	NPC472434
Remote Similarity	0.6522	NPC121772
Remote Similarity	0.6518	NPC110741
Remote Similarity	0.6504	NPC324149
Remote Similarity	0.6494	NPC232727
Remote Similarity	0.6491	NPC473053
Remote Similarity	0.649	NPC110151
Remote Similarity	0.6486	NPC284678
Remote Similarity	0.6478	NPC187558
Remote Similarity	0.6471	NPC471891
Remote Similarity	0.6468	NPC477111
Remote Similarity	0.6453	NPC477113
Remote Similarity	0.645	NPC176538
Remote Similarity	0.6441	NPC48938
Remote Similarity	0.6432	NPC173080
Remote Similarity	0.6429	NPC471614
Remote Similarity	0.6429	NPC202605
Remote Similarity	0.6429	NPC112206
Remote Similarity	0.6413	NPC284559
Remote Similarity	0.6411	NPC300114
Remote Similarity	0.6407	NPC287437
Remote Similarity	0.6405	NPC168209
Remote Similarity	0.6402	NPC471080
Remote Similarity	0.6402	NPC469592
Remote Similarity	0.6402	NPC177404
Remote Similarity	0.64	NPC74382
Remote Similarity	0.64	NPC206251
Remote Similarity	0.6375	NPC295228
Remote Similarity	0.6371	NPC469589
Remote Similarity	0.6368	NPC475774
Remote Similarity	0.6364	NPC192315
Remote Similarity	0.6364	NPC288943
Remote Similarity	0.6353	NPC316224
Remote Similarity	0.6352	NPC60621
Remote Similarity	0.634	NPC475070
Remote Similarity	0.634	NPC285558
Remote Similarity	0.6336	NPC476167
Remote Similarity	0.6332	NPC307963
Remote Similarity	0.633	NPC477888
Remote Similarity	0.6329	NPC18348
Remote Similarity	0.6327	NPC175150
Remote Similarity	0.6327	NPC243633
Remote Similarity	0.6327	NPC66083
Remote Similarity	0.6323	NPC118776
Remote Similarity	0.6322	NPC469727
Remote Similarity	0.6322	NPC472435
Remote Similarity	0.6314	NPC323345
Remote Similarity	0.6314	NPC470164
Remote Similarity	0.6311	NPC42591
Remote Similarity	0.6303	NPC174672
Remote Similarity	0.6298	NPC223427
Remote Similarity	0.6296	NPC469594
Remote Similarity	0.6295	NPC141053
Remote Similarity	0.6293	NPC239954
Remote Similarity	0.629	NPC150048
Remote Similarity	0.629	NPC203754
Remote Similarity	0.628	NPC160666
Remote Similarity	0.6279	NPC161801
Remote Similarity	0.6277	NPC251090
Remote Similarity	0.6277	NPC194967
Remote Similarity	0.6276	NPC11464
Remote Similarity	0.6276	NPC290689
Remote Similarity	0.6275	NPC81175
Remote Similarity	0.6275	NPC99891
Remote Similarity	0.6272	NPC134079
Remote Similarity	0.6271	NPC476581
Remote Similarity	0.6271	NPC36229
Remote Similarity	0.6271	NPC16452
Remote Similarity	0.6266	NPC266931
Remote Similarity	0.6266	NPC477610
Remote Similarity	0.6261	NPC329541
Remote Similarity	0.6261	NPC198673
Remote Similarity	0.626	NPC216612
Remote Similarity	0.625	NPC470474
Remote Similarity	0.625	NPC472436
Remote Similarity	0.6245	NPC476124
Remote Similarity	0.6245	NPC472111
Remote Similarity	0.6245	NPC476121
Remote Similarity	0.6234	NPC174758
Remote Similarity	0.623	NPC473822
Remote Similarity	0.623	NPC314270
Remote Similarity	0.6228	NPC472289
Remote Similarity	0.6228	NPC224327
Remote Similarity	0.6226	NPC75179
Remote Similarity	0.6225	NPC6215
Remote Similarity	0.6223	NPC168911
Remote Similarity	0.6223	NPC212213
Remote Similarity	0.6223	NPC265576
Remote Similarity	0.6221	NPC473057
Remote Similarity	0.622	NPC177056
Remote Similarity	0.6217	NPC133140
Remote Similarity	0.6217	NPC195268
Remote Similarity	0.6215	NPC201508
Remote Similarity	0.6215	NPC476451
Remote Similarity	0.6212	NPC258048
Remote Similarity	0.621	NPC245348
Remote Similarity	0.6206	NPC182222
Remote Similarity	0.6204	NPC322976
Remote Similarity	0.6204	NPC324203
Remote Similarity	0.6204	NPC63338
Remote Similarity	0.6204	NPC17565
Remote Similarity	0.6201	NPC76748
Remote Similarity	0.6197	NPC4071
Remote Similarity	0.6197	NPC476578
Remote Similarity	0.6197	NPC476582
Remote Similarity	0.6195	NPC471312
Remote Similarity	0.6192	NPC82548
Remote Similarity	0.6192	NPC475910
Remote Similarity	0.6189	NPC476041
Remote Similarity	0.6189	NPC304926
Remote Similarity	0.6186	NPC26850
Remote Similarity	0.6186	NPC473761
Remote Similarity	0.6185	NPC60006
Remote Similarity	0.6182	NPC473764
Remote Similarity	0.6182	NPC314940
Remote Similarity	0.6175	NPC115595
Remote Similarity	0.6174	NPC92111
Remote Similarity	0.6172	NPC477861
Remote Similarity	0.617	NPC23420
Remote Similarity	0.617	NPC205254
Remote Similarity	0.617	NPC303820
Remote Similarity	0.617	NPC106771
Remote Similarity	0.6169	NPC65277
Remote Similarity	0.6169	NPC26543
Remote Similarity	0.6166	NPC255800
Remote Similarity	0.6166	NPC96584
Remote Similarity	0.616	NPC200836
Remote Similarity	0.616	NPC186351
Remote Similarity	0.6157	NPC84508
Remote Similarity	0.6157	NPC240384
Remote Similarity	0.6157	NPC316981
Remote Similarity	0.6157	NPC296527
Remote Similarity	0.6148	NPC170114
Remote Similarity	0.6147	NPC263439
Remote Similarity	0.6147	NPC99666
Remote Similarity	0.6144	NPC94211
Remote Similarity	0.6144	NPC470586
Remote Similarity	0.6144	NPC31930
Remote Similarity	0.6144	NPC475935
Remote Similarity	0.6144	NPC52909
Remote Similarity	0.6142	NPC24802

Drug Structure

NPD3302 OpenBabel08211703112D 29 31 0 0 0 0 0 0 0 0999 V2000 5.1962 -2.0000 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 4.3301 -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 -3.4641 -2.0000 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 -4.3301 -1.5000 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 -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 5.1962 -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 -2.5981 -1.5000 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 -4.3301 -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 1.7321 -0.0000 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 0.8660 -0.5000 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 -5.1962 -0.0000 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 2.5981 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 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 2.5000 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 2.5981 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 9 1 0 0 0 0 2 4 1 0 0 0 0 2 10 1 0 0 0 0 3 14 1 0 0 0 0 4 13 1 0 0 0 0 5 7 1 0 0 0 0 5 13 2 0 0 0 0 6 8 2 0 0 0 0 6 13 1 0 0 0 0 7 15 2 0 0 0 0 8 15 1 0 0 0 0 9 22 2 0 0 0 0 10 27 1 0 0 0 0 11 14 2 0 0 0 0 11 22 1 0 0 0 0 12 14 1 0 0 0 0 12 23 1 0 0 0 0 15 21 1 0 0 0 0 16 17 2 0 0 0 0 16 18 1 0 0 0 0 16 20 1 0 0 0 0 17 19 1 0 0 0 0 17 23 1 0 0 0 0 18 24 2 0 0 0 0 18 26 1 0 0 0 0 19 25 2 0 0 0 0 19 27 1 0 0 0 0 23 28 1 0 0 0 0 24 25 1 0 0 0 0 26 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000179
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9848253
ChEBI
CAS Number

Drug Properties

Molecular Weight	448.03
ALogP	0.3959
MLogP	2.67
XLogP	4.498
HDA	4
HBD	2
Rotatable Bonds	11
TPSA	80.16
RO5 Violation	0