NPASS drugs

Drug Information

Drug ID:	NPD4302
Drug Name:
Molecular Formula:	C21H14Br2N2O3
Canonical SMILES:	COC(=O)c1ccccc1c1c2ccc(c(c2oc2c1ccc(=N)c2Br)Br)N
Standard InCHI:	InChI=1S/C21H14Br2N2O3/c1-27-21(26)11-5-3-2-4-10(11)16-12-6-8-14(24)17(22)19(12)28-20-13(16)7-9-15(25)18(20)23/h2-9,24H,25H2,1H3
Standard InCHIKey:	QDBPSMVYZMGGGG-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4302

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	304
0.1-0.2	1815
0.2-0.3	5568
0.3-0.4	6654
0.4-0.5	7776
0.5-0.6	8568
0.6-0.7	205
0.7-0.8	0
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
Remote Similarity	0.6821	NPC9475
Remote Similarity	0.6712	NPC280799
Remote Similarity	0.6651	NPC4687
Remote Similarity	0.6636	NPC198503
Remote Similarity	0.6635	NPC241263
Remote Similarity	0.6633	NPC288305
Remote Similarity	0.6606	NPC169402
Remote Similarity	0.6599	NPC8467
Remote Similarity	0.659	NPC116238
Remote Similarity	0.658	NPC299582
Remote Similarity	0.6566	NPC315631
Remote Similarity	0.6557	NPC313112
Remote Similarity	0.6557	NPC301292
Remote Similarity	0.6537	NPC28510
Remote Similarity	0.6537	NPC22476
Remote Similarity	0.6535	NPC313886
Remote Similarity	0.6528	NPC87413
Remote Similarity	0.6503	NPC301702
Remote Similarity	0.6495	NPC471541
Remote Similarity	0.6462	NPC288759
Remote Similarity	0.6462	NPC314861
Remote Similarity	0.6456	NPC475411
Remote Similarity	0.6441	NPC196034
Remote Similarity	0.6441	NPC174760
Remote Similarity	0.6436	NPC470019
Remote Similarity	0.6432	NPC78530
Remote Similarity	0.6429	NPC234933
Remote Similarity	0.6422	NPC310211
Remote Similarity	0.6422	NPC308137
Remote Similarity	0.6419	NPC249583
Remote Similarity	0.6414	NPC73280
Remote Similarity	0.6411	NPC470023
Remote Similarity	0.6409	NPC67658
Remote Similarity	0.6408	NPC474059
Remote Similarity	0.6407	NPC6786
Remote Similarity	0.64	NPC115588
Remote Similarity	0.639	NPC469830
Remote Similarity	0.6386	NPC28368
Remote Similarity	0.6384	NPC122235
Remote Similarity	0.6381	NPC41488
Remote Similarity	0.6381	NPC470021
Remote Similarity	0.6377	NPC1820
Remote Similarity	0.6372	NPC300156
Remote Similarity	0.6343	NPC226794
Remote Similarity	0.634	NPC93653
Remote Similarity	0.6339	NPC319645
Remote Similarity	0.6333	NPC108847
Remote Similarity	0.6313	NPC39679
Remote Similarity	0.6307	NPC107846
Remote Similarity	0.6295	NPC150239
Remote Similarity	0.6294	NPC127362
Remote Similarity	0.6284	NPC475133
Remote Similarity	0.6283	NPC47672
Remote Similarity	0.6278	NPC46561
Remote Similarity	0.6278	NPC247803
Remote Similarity	0.6277	NPC472840
Remote Similarity	0.6274	NPC72211
Remote Similarity	0.6269	NPC156311
Remote Similarity	0.6267	NPC222561
Remote Similarity	0.6263	NPC76412
Remote Similarity	0.6261	NPC3207
Remote Similarity	0.6256	NPC283810
Remote Similarity	0.6256	NPC25961
Remote Similarity	0.6256	NPC303214
Remote Similarity	0.625	NPC471316
Remote Similarity	0.625	NPC90245
Remote Similarity	0.625	NPC38961
Remote Similarity	0.625	NPC470710
Remote Similarity	0.6243	NPC296085
Remote Similarity	0.6243	NPC71629
Remote Similarity	0.6239	NPC243633
Remote Similarity	0.6239	NPC175150
Remote Similarity	0.6238	NPC143450
Remote Similarity	0.6238	NPC127082
Remote Similarity	0.6233	NPC15987
Remote Similarity	0.6231	NPC472206
Remote Similarity	0.6224	NPC474777
Remote Similarity	0.6218	NPC58661
Remote Similarity	0.6214	NPC473007
Remote Similarity	0.6209	NPC205934
Remote Similarity	0.6209	NPC43787
Remote Similarity	0.6207	NPC274002
Remote Similarity	0.6207	NPC472331
Remote Similarity	0.6207	NPC126515
Remote Similarity	0.6205	NPC174576
Remote Similarity	0.619	NPC227033
Remote Similarity	0.6188	NPC168153
Remote Similarity	0.6188	NPC152768
Remote Similarity	0.6188	NPC148183
Remote Similarity	0.6186	NPC233926
Remote Similarity	0.6186	NPC232600
Remote Similarity	0.6179	NPC70259
Remote Similarity	0.6175	NPC475147
Remote Similarity	0.6175	NPC87714
Remote Similarity	0.6171	NPC39500
Remote Similarity	0.617	NPC135349
Remote Similarity	0.6167	NPC144452
Remote Similarity	0.6158	NPC475976
Remote Similarity	0.6158	NPC315829
Remote Similarity	0.6154	NPC186569
Remote Similarity	0.6154	NPC208022
Remote Similarity	0.6154	NPC61731
Remote Similarity	0.615	NPC476191
Remote Similarity	0.6147	NPC45190
Remote Similarity	0.6146	NPC258222
Remote Similarity	0.6143	NPC50562
Remote Similarity	0.6143	NPC176113
Remote Similarity	0.6143	NPC203628
Remote Similarity	0.614	NPC322482
Remote Similarity	0.6136	NPC201697
Remote Similarity	0.6136	NPC85661
Remote Similarity	0.6135	NPC49184
Remote Similarity	0.6133	NPC473041
Remote Similarity	0.6129	NPC162484
Remote Similarity	0.6124	NPC205946
Remote Similarity	0.6121	NPC474688
Remote Similarity	0.6119	NPC198160
Remote Similarity	0.6119	NPC477255
Remote Similarity	0.6114	NPC114039
Remote Similarity	0.6114	NPC206109
Remote Similarity	0.6111	NPC267423
Remote Similarity	0.6106	NPC256422
Remote Similarity	0.6106	NPC208084
Remote Similarity	0.6104	NPC471762
Remote Similarity	0.6102	NPC151171
Remote Similarity	0.6102	NPC116562
Remote Similarity	0.6101	NPC268077
Remote Similarity	0.6099	NPC227361
Remote Similarity	0.6099	NPC124658
Remote Similarity	0.6098	NPC85613
Remote Similarity	0.6095	NPC473008
Remote Similarity	0.6091	NPC231862
Remote Similarity	0.6091	NPC46679
Remote Similarity	0.6089	NPC313327
Remote Similarity	0.6085	NPC473187
Remote Similarity	0.6085	NPC471825
Remote Similarity	0.6083	NPC291535
Remote Similarity	0.6083	NPC475085
Remote Similarity	0.6083	NPC475112
Remote Similarity	0.6081	NPC218303
Remote Similarity	0.6079	NPC469439
Remote Similarity	0.6073	NPC476106
Remote Similarity	0.6073	NPC290404
Remote Similarity	0.6071	NPC298449
Remote Similarity	0.6064	NPC474128
Remote Similarity	0.6063	NPC171882
Remote Similarity	0.6063	NPC121510
Remote Similarity	0.6062	NPC184408
Remote Similarity	0.6057	NPC54243
Remote Similarity	0.6055	NPC207971
Remote Similarity	0.6055	NPC473460
Remote Similarity	0.605	NPC19555
Remote Similarity	0.605	NPC471652
Remote Similarity	0.6049	NPC207721
Remote Similarity	0.6047	NPC100863
Remote Similarity	0.6045	NPC308943
Remote Similarity	0.6044	NPC238309
Remote Similarity	0.6043	NPC160747
Remote Similarity	0.6043	NPC471236
Remote Similarity	0.6043	NPC197766
Remote Similarity	0.6043	NPC21638
Remote Similarity	0.6043	NPC40321
Remote Similarity	0.6039	NPC469831
Remote Similarity	0.6037	NPC472329
Remote Similarity	0.6037	NPC472330
Remote Similarity	0.6036	NPC470020
Remote Similarity	0.6034	NPC274640
Remote Similarity	0.6034	NPC272463
Remote Similarity	0.6034	NPC45104
Remote Similarity	0.6033	NPC297584
Remote Similarity	0.6032	NPC216369
Remote Similarity	0.603	NPC204867
Remote Similarity	0.6029	NPC160381
Remote Similarity	0.6029	NPC227683
Remote Similarity	0.6029	NPC473432
Remote Similarity	0.6027	NPC473422
Remote Similarity	0.6023	NPC150323
Remote Similarity	0.6022	NPC37512
Remote Similarity	0.6022	NPC428300
Remote Similarity	0.6022	NPC298884
Remote Similarity	0.6022	NPC159987
Remote Similarity	0.6022	NPC122359
Remote Similarity	0.6022	NPC78061
Remote Similarity	0.6021	NPC17760
Remote Similarity	0.602	NPC189773
Remote Similarity	0.602	NPC10875
Remote Similarity	0.602	NPC10730
Remote Similarity	0.6019	NPC5167
Remote Similarity	0.6019	NPC70092
Remote Similarity	0.6019	NPC98416
Remote Similarity	0.6018	NPC223189
Remote Similarity	0.6017	NPC470018
Remote Similarity	0.6011	NPC81137
Remote Similarity	0.6011	NPC11449
Remote Similarity	0.601	NPC469829
Remote Similarity	0.6009	NPC472099
Remote Similarity	0.6009	NPC220337
Remote Similarity	0.6009	NPC225279
Remote Similarity	0.6009	NPC187501
Remote Similarity	0.6009	NPC254957

Drug Structure

NPD4302 OpenBabel08211705262D 31 34 0 0 0 0 0 0 0 0999 V2000 1.6826 -4.8571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0477 -1.9429 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0477 -2.9143 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2064 -1.4571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2064 -3.4000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5238 0.4857 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8413 -2.4286 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5238 1.4571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.9143 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3651 -1.9429 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3651 -2.9143 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6826 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8413 -1.4571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6826 1.9429 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8413 -2.4286 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6826 -0.9714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8413 1.4571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8413 -1.4571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8413 0.4857 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.9714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5238 -3.4000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.9429 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 -1.6826 -0.9714 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 1.6826 2.9143 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6826 -2.9143 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.6826 -2.9143 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5238 -4.3714 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8413 3.4000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5238 -2.4286 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6826 -3.8857 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 27 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 10 2 0 0 0 0 5 11 2 0 0 0 0 6 8 2 0 0 0 0 6 12 1 0 0 0 0 7 9 2 0 0 0 0 7 13 1 0 0 0 0 8 14 1 0 0 0 0 9 15 1 0 0 0 0 10 11 1 0 0 0 0 10 16 1 0 0 0 0 11 21 1 0 0 0 0 12 16 2 0 0 0 0 12 19 1 0 0 0 0 13 16 1 0 0 0 0 13 20 2 0 0 0 0 14 17 1 0 0 0 0 14 24 2 0 0 0 0 15 18 2 0 0 0 0 15 25 1 0 0 0 0 17 19 2 0 0 0 0 17 22 1 0 0 0 0 18 20 1 0 0 0 0 18 23 1 0 0 0 0 19 28 1 0 0 0 0 20 28 1 0 0 0 0 21 26 2 0 0 0 0 21 27 1 0 0 0 0 24 29 1 0 0 0 0 25 30 1 0 0 0 0 25 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010150
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9871944
ChEBI
CAS Number

Drug Properties

Molecular Weight	499.94
ALogP	0.8018
MLogP	3
XLogP	5.511
HDA	4
HBD	2
Rotatable Bonds	7
TPSA	85.4
RO5 Violation	1