NPASS drugs

Drug Information

Drug ID:	NPD2496
Drug Name:	Bromodiphenhydramine Hydrochloride
Molecular Formula:	C17H20BrNO.ClH
Canonical SMILES:	CN(CCOC(c1ccc(cc1)Br)c1ccccc1)C.Cl
Standard InCHI:	InChI=1S/C17H20BrNO.ClH/c1-19(2)12-13-20-17(14-6-4-3-5-7-14)15-8-10-16(18)11-9-15;/h3-11,17H,12-13H2,1-2H3;1H
Standard InCHIKey:	ZQDJSWUEGOYDGT-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2496

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	116
0.1-0.2	987
0.2-0.3	3033
0.3-0.4	10397
0.4-0.5	10223
0.5-0.6	5741
0.6-0.7	384
0.7-0.8	8
0.8-0.85	0
0.85-0.9	1
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
High Similarity	0.8942	NPC316797
Intermediate Similarity	0.7373	NPC24777
Intermediate Similarity	0.7212	NPC165212
Intermediate Similarity	0.7188	NPC255253
Intermediate Similarity	0.713	NPC214200
Intermediate Similarity	0.713	NPC228400
Intermediate Similarity	0.7107	NPC269340
Intermediate Similarity	0.7083	NPC65855
Intermediate Similarity	0.7083	NPC292758
Remote Similarity	0.6957	NPC470250
Remote Similarity	0.6953	NPC316896
Remote Similarity	0.6947	NPC110131
Remote Similarity	0.6934	NPC470248
Remote Similarity	0.6909	NPC304760
Remote Similarity	0.6852	NPC95429
Remote Similarity	0.6812	NPC470249
Remote Similarity	0.681	NPC475954
Remote Similarity	0.678	NPC327226
Remote Similarity	0.6761	NPC135349
Remote Similarity	0.6726	NPC119631
Remote Similarity	0.6697	NPC304538
Remote Similarity	0.6694	NPC92623
Remote Similarity	0.6694	NPC135464
Remote Similarity	0.6667	NPC106313
Remote Similarity	0.6667	NPC313918
Remote Similarity	0.6667	NPC147000
Remote Similarity	0.6667	NPC304761
Remote Similarity	0.6667	NPC226778
Remote Similarity	0.6667	NPC47672
Remote Similarity	0.6667	NPC150254
Remote Similarity	0.6667	NPC328267
Remote Similarity	0.6667	NPC211218
Remote Similarity	0.6644	NPC233926
Remote Similarity	0.6637	NPC213156
Remote Similarity	0.6637	NPC240108
Remote Similarity	0.6636	NPC58616
Remote Similarity	0.6636	NPC475710
Remote Similarity	0.6621	NPC296085
Remote Similarity	0.6621	NPC71629
Remote Similarity	0.6615	NPC321133
Remote Similarity	0.6612	NPC211551
Remote Similarity	0.6612	NPC233396
Remote Similarity	0.6612	NPC154899
Remote Similarity	0.6599	NPC258222
Remote Similarity	0.6569	NPC473724
Remote Similarity	0.6557	NPC326801
Remote Similarity	0.6552	NPC215351
Remote Similarity	0.6552	NPC20142
Remote Similarity	0.6549	NPC220893
Remote Similarity	0.6547	NPC473359
Remote Similarity	0.6547	NPC303993
Remote Similarity	0.6541	NPC307020
Remote Similarity	0.6532	NPC265211
Remote Similarity	0.6532	NPC306045
Remote Similarity	0.6532	NPC474272
Remote Similarity	0.6531	NPC76412
Remote Similarity	0.6528	NPC78530
Remote Similarity	0.6525	NPC290515
Remote Similarity	0.6525	NPC303611
Remote Similarity	0.6525	NPC164514
Remote Similarity	0.6525	NPC226096
Remote Similarity	0.6525	NPC108606
Remote Similarity	0.6518	NPC89377
Remote Similarity	0.6514	NPC283012
Remote Similarity	0.6514	NPC103326
Remote Similarity	0.6514	NPC329319
Remote Similarity	0.6514	NPC87299
Remote Similarity	0.6514	NPC475199
Remote Similarity	0.6514	NPC99394
Remote Similarity	0.6503	NPC474128
Remote Similarity	0.65	NPC154905
Remote Similarity	0.65	NPC235633
Remote Similarity	0.65	NPC60373
Remote Similarity	0.6496	NPC135173
Remote Similarity	0.6493	NPC95733
Remote Similarity	0.6493	NPC272463
Remote Similarity	0.6493	NPC62101
Remote Similarity	0.6489	NPC263835
Remote Similarity	0.6489	NPC476183
Remote Similarity	0.6486	NPC99482
Remote Similarity	0.6481	NPC184030
Remote Similarity	0.6481	NPC164449
Remote Similarity	0.6479	NPC40321
Remote Similarity	0.6471	NPC98911
Remote Similarity	0.6471	NPC472318
Remote Similarity	0.6466	NPC23453
Remote Similarity	0.6457	NPC123175
Remote Similarity	0.6457	NPC176730
Remote Similarity	0.6452	NPC471495
Remote Similarity	0.6446	NPC234305
Remote Similarity	0.6444	NPC29477
Remote Similarity	0.6441	NPC33168
Remote Similarity	0.6441	NPC325499
Remote Similarity	0.6439	NPC476184
Remote Similarity	0.6439	NPC476281
Remote Similarity	0.6434	NPC189724
Remote Similarity	0.6434	NPC212850
Remote Similarity	0.6434	NPC470709
Remote Similarity	0.6434	NPC83289
Remote Similarity	0.6423	NPC474376
Remote Similarity	0.6423	NPC472315
Remote Similarity	0.6423	NPC472316
Remote Similarity	0.6423	NPC113457
Remote Similarity	0.6423	NPC475203
Remote Similarity	0.6422	NPC117180
Remote Similarity	0.6417	NPC245927
Remote Similarity	0.6412	NPC43275
Remote Similarity	0.6412	NPC256369
Remote Similarity	0.641	NPC58674
Remote Similarity	0.641	NPC5472
Remote Similarity	0.6408	NPC213471
Remote Similarity	0.6404	NPC173443
Remote Similarity	0.64	NPC273837
Remote Similarity	0.64	NPC473372
Remote Similarity	0.6393	NPC85977
Remote Similarity	0.6391	NPC26285
Remote Similarity	0.6387	NPC470161
Remote Similarity	0.6379	NPC265521
Remote Similarity	0.6378	NPC153795
Remote Similarity	0.6378	NPC265002
Remote Similarity	0.6378	NPC290353
Remote Similarity	0.6378	NPC128368
Remote Similarity	0.6378	NPC42911
Remote Similarity	0.6372	NPC211237
Remote Similarity	0.6364	NPC73637
Remote Similarity	0.6364	NPC300166
Remote Similarity	0.6364	NPC121478
Remote Similarity	0.6357	NPC303370
Remote Similarity	0.635	NPC122359
Remote Similarity	0.635	NPC159987
Remote Similarity	0.635	NPC78061
Remote Similarity	0.6349	NPC95977
Remote Similarity	0.6349	NPC473358
Remote Similarity	0.6349	NPC471487
Remote Similarity	0.6348	NPC172128
Remote Similarity	0.6345	NPC470247
Remote Similarity	0.6343	NPC476278
Remote Similarity	0.6343	NPC471314
Remote Similarity	0.6343	NPC471315
Remote Similarity	0.6333	NPC132078
Remote Similarity	0.6333	NPC78119
Remote Similarity	0.6333	NPC216468
Remote Similarity	0.6333	NPC51333
Remote Similarity	0.633	NPC328178
Remote Similarity	0.6328	NPC474544
Remote Similarity	0.6328	NPC26524
Remote Similarity	0.6328	NPC1986
Remote Similarity	0.6324	NPC141739
Remote Similarity	0.6324	NPC320242
Remote Similarity	0.6324	NPC136112
Remote Similarity	0.632	NPC469636
Remote Similarity	0.6316	NPC156311
Remote Similarity	0.6301	NPC470472
Remote Similarity	0.6299	NPC234376
Remote Similarity	0.6299	NPC166837
Remote Similarity	0.6296	NPC476241
Remote Similarity	0.6296	NPC476260
Remote Similarity	0.6296	NPC285394
Remote Similarity	0.6294	NPC231163
Remote Similarity	0.6294	NPC474673
Remote Similarity	0.6294	NPC318591
Remote Similarity	0.629	NPC136962
Remote Similarity	0.6281	NPC294741
Remote Similarity	0.6281	NPC42211
Remote Similarity	0.6281	NPC213730
Remote Similarity	0.6273	NPC133050
Remote Similarity	0.627	NPC54543
Remote Similarity	0.6269	NPC7830
Remote Similarity	0.6268	NPC470471
Remote Similarity	0.6261	NPC231591
Remote Similarity	0.6261	NPC1793
Remote Similarity	0.6261	NPC199567
Remote Similarity	0.626	NPC476266
Remote Similarity	0.6259	NPC474091
Remote Similarity	0.6259	NPC247298
Remote Similarity	0.6259	NPC99280
Remote Similarity	0.625	NPC476125
Remote Similarity	0.625	NPC476179
Remote Similarity	0.624	NPC186469
Remote Similarity	0.6239	NPC321956
Remote Similarity	0.6231	NPC473507
Remote Similarity	0.623	NPC7686
Remote Similarity	0.623	NPC91461
Remote Similarity	0.623	NPC40258
Remote Similarity	0.6228	NPC198747
Remote Similarity	0.6222	NPC296202
Remote Similarity	0.622	NPC475852
Remote Similarity	0.622	NPC63345
Remote Similarity	0.622	NPC2682
Remote Similarity	0.6218	NPC21959
Remote Similarity	0.6218	NPC26244
Remote Similarity	0.6214	NPC11449
Remote Similarity	0.621	NPC42383
Remote Similarity	0.621	NPC269457
Remote Similarity	0.621	NPC470393
Remote Similarity	0.6202	NPC59387
Remote Similarity	0.6202	NPC120217
Remote Similarity	0.6202	NPC76400
Remote Similarity	0.6198	NPC118343
Remote Similarity	0.6198	NPC471576

Drug Structure

NPD2496 OpenBabel08211702172D 21 21 0 0 1 0 0 0 0 0999 V2000 1.3660 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -2.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.5000 -0.5000 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -5.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9695 -1.4672 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 19 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 2 0 0 0 0 6 14 2 0 0 0 0 7 14 1 0 0 0 0 8 10 1 0 0 0 0 8 15 2 0 0 0 0 9 11 2 0 0 0 0 9 15 1 0 0 0 0 10 16 2 0 0 0 0 11 16 1 0 0 0 0 12 13 1 0 0 0 0 12 19 1 0 0 0 0 13 20 1 0 0 0 0 14 17 1 0 0 0 0 15 17 1 0 0 0 0 16 18 1 0 0 0 0 17 20 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	333.07
ALogP	0.9253
MLogP	3
XLogP	5.527
HDA	2
HBD	0
Rotatable Bonds	9
TPSA	12.47
RO5 Violation	1