NPASS drugs

Drug Information

Drug ID:	NPD1297
Drug Name:
Molecular Formula:	C14H16BrN3O3
Canonical SMILES:	CCOc1cc(CNc2cnnc(c2Br)O)ccc1OC
Standard InCHI:	InChI=1S/C14H16BrN3O3/c1-3-21-12-6-9(4-5-11(12)20-2)7-16-10-8-17-18-14(19)13(10)15/h4-6,8H,3,7H2,1-2H3,(H2,16,18,19)
Standard InCHIKey:	KNIKAZNCSPYOED-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1297

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	354
0.1-0.2	3123
0.2-0.3	9844
0.3-0.4	3644
0.4-0.5	10424
0.5-0.6	3083
0.6-0.7	414
0.7-0.8	4
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	0.7048	NPC194967
Intermediate Similarity	0.7032	NPC316981
Intermediate Similarity	0.7	NPC162530
Intermediate Similarity	0.7	NPC266931
Remote Similarity	0.6951	NPC173080
Remote Similarity	0.6916	NPC315957
Remote Similarity	0.6878	NPC202605
Remote Similarity	0.6878	NPC112206
Remote Similarity	0.6825	NPC195268
Remote Similarity	0.6825	NPC133140
Remote Similarity	0.68	NPC473822
Remote Similarity	0.6795	NPC295228
Remote Similarity	0.677	NPC193267
Remote Similarity	0.677	NPC213530
Remote Similarity	0.6712	NPC476581
Remote Similarity	0.6712	NPC16452
Remote Similarity	0.6712	NPC36229
Remote Similarity	0.6681	NPC280272
Remote Similarity	0.6651	NPC232727
Remote Similarity	0.6651	NPC472193
Remote Similarity	0.6651	NPC473053
Remote Similarity	0.6651	NPC31930
Remote Similarity	0.6637	NPC290689
Remote Similarity	0.6636	NPC476578
Remote Similarity	0.6636	NPC476582
Remote Similarity	0.6636	NPC307963
Remote Similarity	0.6636	NPC4071
Remote Similarity	0.6624	NPC201508
Remote Similarity	0.6622	NPC18348
Remote Similarity	0.6621	NPC199277
Remote Similarity	0.6621	NPC135887
Remote Similarity	0.6608	NPC473513
Remote Similarity	0.6606	NPC176538
Remote Similarity	0.6606	NPC121772
Remote Similarity	0.6591	NPC223427
Remote Similarity	0.6582	NPC207824
Remote Similarity	0.6582	NPC60538
Remote Similarity	0.6574	NPC251090
Remote Similarity	0.6568	NPC96584
Remote Similarity	0.6568	NPC255800
Remote Similarity	0.6555	NPC161887
Remote Similarity	0.6544	NPC224928
Remote Similarity	0.6533	NPC2295
Remote Similarity	0.6533	NPC477564
Remote Similarity	0.653	NPC234197
Remote Similarity	0.653	NPC477019
Remote Similarity	0.6515	NPC277669
Remote Similarity	0.6515	NPC76213
Remote Similarity	0.6504	NPC202768
Remote Similarity	0.6504	NPC53069
Remote Similarity	0.6504	NPC296482
Remote Similarity	0.6498	NPC180504
Remote Similarity	0.6495	NPC76748
Remote Similarity	0.6495	NPC294249
Remote Similarity	0.6494	NPC60621
Remote Similarity	0.6491	NPC470799
Remote Similarity	0.6491	NPC8022
Remote Similarity	0.649	NPC283152
Remote Similarity	0.6481	NPC226202
Remote Similarity	0.6481	NPC289786
Remote Similarity	0.6479	NPC66083
Remote Similarity	0.6478	NPC168209
Remote Similarity	0.6476	NPC471080
Remote Similarity	0.6476	NPC219963
Remote Similarity	0.6476	NPC469592
Remote Similarity	0.6473	NPC312872
Remote Similarity	0.6465	NPC92111
Remote Similarity	0.6452	NPC326634
Remote Similarity	0.645	NPC174049
Remote Similarity	0.6449	NPC296527
Remote Similarity	0.6432	NPC41501
Remote Similarity	0.6429	NPC313189
Remote Similarity	0.6426	NPC110151
Remote Similarity	0.6422	NPC310118
Remote Similarity	0.6416	NPC123976
Remote Similarity	0.6416	NPC11464
Remote Similarity	0.6416	NPC167860
Remote Similarity	0.6409	NPC287437
Remote Similarity	0.6404	NPC177404
Remote Similarity	0.6398	NPC266551
Remote Similarity	0.6396	NPC66815
Remote Similarity	0.6395	NPC243633
Remote Similarity	0.6395	NPC122463
Remote Similarity	0.6395	NPC175150
Remote Similarity	0.6395	NPC118121
Remote Similarity	0.6389	NPC469390
Remote Similarity	0.6385	NPC20249
Remote Similarity	0.638	NPC19872
Remote Similarity	0.6377	NPC121658
Remote Similarity	0.6377	NPC14651
Remote Similarity	0.6372	NPC477186
Remote Similarity	0.6371	NPC469792
Remote Similarity	0.6368	NPC473460
Remote Similarity	0.6364	NPC204446
Remote Similarity	0.6364	NPC469594
Remote Similarity	0.6364	NPC108434
Remote Similarity	0.6364	NPC475215
Remote Similarity	0.636	NPC96405
Remote Similarity	0.636	NPC171409
Remote Similarity	0.636	NPC26679
Remote Similarity	0.6359	NPC99666
Remote Similarity	0.6355	NPC204385
Remote Similarity	0.6355	NPC33902
Remote Similarity	0.6355	NPC276674
Remote Similarity	0.6355	NPC61350
Remote Similarity	0.6354	NPC253429
Remote Similarity	0.6344	NPC5145
Remote Similarity	0.6341	NPC24954
Remote Similarity	0.6341	NPC472068
Remote Similarity	0.634	NPC245348
Remote Similarity	0.6339	NPC475070
Remote Similarity	0.6339	NPC285558
Remote Similarity	0.6338	NPC62069
Remote Similarity	0.6336	NPC292958
Remote Similarity	0.6329	NPC476518
Remote Similarity	0.6327	NPC475910
Remote Similarity	0.6326	NPC46580
Remote Similarity	0.6316	NPC160692
Remote Similarity	0.6313	NPC476151
Remote Similarity	0.6311	NPC476124
Remote Similarity	0.6311	NPC476121
Remote Similarity	0.6311	NPC470164
Remote Similarity	0.6311	NPC323345
Remote Similarity	0.6308	NPC314002
Remote Similarity	0.63	NPC185782
Remote Similarity	0.63	NPC469589
Remote Similarity	0.6298	NPC258773
Remote Similarity	0.6296	NPC110741
Remote Similarity	0.6295	NPC245816
Remote Similarity	0.6295	NPC476138
Remote Similarity	0.6294	NPC185838
Remote Similarity	0.629	NPC472067
Remote Similarity	0.629	NPC472031
Remote Similarity	0.629	NPC472066
Remote Similarity	0.6288	NPC203168
Remote Similarity	0.6288	NPC251160
Remote Similarity	0.6286	NPC477805
Remote Similarity	0.6286	NPC477796
Remote Similarity	0.6286	NPC477795
Remote Similarity	0.6286	NPC288943
Remote Similarity	0.6286	NPC477806
Remote Similarity	0.6283	NPC135549
Remote Similarity	0.6279	NPC171171
Remote Similarity	0.6277	NPC288349
Remote Similarity	0.6274	NPC70092
Remote Similarity	0.6273	NPC222018
Remote Similarity	0.6272	NPC219664
Remote Similarity	0.627	NPC217554
Remote Similarity	0.6267	NPC47059
Remote Similarity	0.6267	NPC473422
Remote Similarity	0.6267	NPC210256
Remote Similarity	0.6267	NPC329708
Remote Similarity	0.6267	NPC264166
Remote Similarity	0.6267	NPC118832
Remote Similarity	0.6267	NPC274291
Remote Similarity	0.6267	NPC165349
Remote Similarity	0.6266	NPC17565
Remote Similarity	0.6265	NPC56271
Remote Similarity	0.6262	NPC471178
Remote Similarity	0.6262	NPC204717
Remote Similarity	0.6261	NPC476287
Remote Similarity	0.6261	NPC236668
Remote Similarity	0.6261	NPC18487
Remote Similarity	0.6261	NPC246381
Remote Similarity	0.626	NPC284141
Remote Similarity	0.6256	NPC279401
Remote Similarity	0.6256	NPC476465
Remote Similarity	0.6256	NPC79293
Remote Similarity	0.6255	NPC470501
Remote Similarity	0.625	NPC103379
Remote Similarity	0.625	NPC477565
Remote Similarity	0.625	NPC477888
Remote Similarity	0.6245	NPC246518
Remote Similarity	0.6245	NPC60006
Remote Similarity	0.6244	NPC267928
Remote Similarity	0.624	NPC272549
Remote Similarity	0.6239	NPC472111
Remote Similarity	0.6234	NPC235076
Remote Similarity	0.6234	NPC146976
Remote Similarity	0.6234	NPC50562
Remote Similarity	0.6233	NPC42591
Remote Similarity	0.6233	NPC25897
Remote Similarity	0.6231	NPC179825
Remote Similarity	0.6231	NPC321505
Remote Similarity	0.6231	NPC191376
Remote Similarity	0.6228	NPC174758
Remote Similarity	0.6225	NPC37205
Remote Similarity	0.6225	NPC160931
Remote Similarity	0.6224	NPC172222
Remote Similarity	0.6223	NPC100079
Remote Similarity	0.6223	NPC23614
Remote Similarity	0.6221	NPC320088
Remote Similarity	0.622	NPC316224
Remote Similarity	0.6219	NPC13397
Remote Similarity	0.6218	NPC131204
Remote Similarity	0.6218	NPC301050
Remote Similarity	0.6215	NPC220765
Remote Similarity	0.6214	NPC97367
Remote Similarity	0.6213	NPC470502
Remote Similarity	0.621	NPC141915

Drug Structure

NPD1297 OpenBabel08211700192D 23 24 0 0 0 0 0 0 0 0999 V2000 6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.5000 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 2.5981 0.5000 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 4.3301 0.5000 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 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 1.7321 -1.0000 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 4.3301 1.5000 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 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 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 -0.8660 -1.5000 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 5.1962 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 20 1 0 0 0 0 3 21 1 0 0 0 0 4 5 2 0 0 0 0 4 9 1 0 0 0 0 5 11 1 0 0 0 0 6 9 2 0 0 0 0 6 12 1 0 0 0 0 7 9 1 0 0 0 0 7 16 1 0 0 0 0 8 10 2 0 0 0 0 8 17 1 0 0 0 0 10 13 1 0 0 0 0 10 16 1 0 0 0 0 11 12 2 0 0 0 0 11 20 1 0 0 0 0 12 21 1 0 0 0 0 13 14 2 0 0 0 0 13 15 1 0 0 0 0 14 18 1 0 0 0 0 14 19 1 0 0 0 0 16 22 1 0 0 0 0 17 18 2 0 0 0 0 19 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005511
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	129496
ChEBI
CAS Number

Drug Properties

Molecular Weight	353.04
ALogP	0.1665
MLogP	2.23
XLogP	2.075
HDA	3
HBD	2
Rotatable Bonds	10
TPSA	76.5
RO5 Violation	0