NPASS drugs

Drug Information

Drug ID:	NPD5451
Drug Name:	Chlorotrianisene
Molecular Formula:	C23H21ClO3
Canonical SMILES:	COc1ccc(cc1)C(=C(c1ccc(cc1)OC)Cl)c1ccc(cc1)OC
Standard InCHI:	InChI=1S/C23H21ClO3/c1-25-19-10-4-16(5-11-19)22(17-6-12-20(26-2)13-7-17)23(24)18-8-14-21(27-3)15-9-18/h4-15H,1-3H3
Standard InCHIKey:	BFPSDSIWYFKGBC-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5451

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	273
0.1-0.2	1384
0.2-0.3	3034
0.3-0.4	10088
0.4-0.5	2941
0.5-0.6	6626
0.6-0.7	5489
0.7-0.8	1012
0.8-0.85	38
0.85-0.9	5
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	0.8774	NPC113457
High Similarity	0.875	NPC300166
High Similarity	0.8547	NPC255253
High Similarity	0.8532	NPC474272
High Similarity	0.8515	NPC321956
Intermediate Similarity	0.8455	NPC475852
Intermediate Similarity	0.844	NPC201959
Intermediate Similarity	0.844	NPC75440
Intermediate Similarity	0.8416	NPC71853
Intermediate Similarity	0.835	NPC471581
Intermediate Similarity	0.8317	NPC8002
Intermediate Similarity	0.8317	NPC177844
Intermediate Similarity	0.8317	NPC99886
Intermediate Similarity	0.8317	NPC259134
Intermediate Similarity	0.8286	NPC470161
Intermediate Similarity	0.8261	NPC25648
Intermediate Similarity	0.8257	NPC326801
Intermediate Similarity	0.8246	NPC47194
Intermediate Similarity	0.8241	NPC241224
Intermediate Similarity	0.823	NPC165106
Intermediate Similarity	0.823	NPC35344
Intermediate Similarity	0.823	NPC141003
Intermediate Similarity	0.8208	NPC100870
Intermediate Similarity	0.8205	NPC103916
Intermediate Similarity	0.8165	NPC470393
Intermediate Similarity	0.8125	NPC2682
Intermediate Similarity	0.8087	NPC475815
Intermediate Similarity	0.8087	NPC473264
Intermediate Similarity	0.8073	NPC108875
Intermediate Similarity	0.8073	NPC474603
Intermediate Similarity	0.8073	NPC12987
Intermediate Similarity	0.8073	NPC38079
Intermediate Similarity	0.8037	NPC471576
Intermediate Similarity	0.8036	NPC82016
Intermediate Similarity	0.8017	NPC54507
Intermediate Similarity	0.8017	NPC85292
Intermediate Similarity	0.8017	NPC81067
Intermediate Similarity	0.8017	NPC33900
Intermediate Similarity	0.8017	NPC229147
Intermediate Similarity	0.8017	NPC9341
Intermediate Similarity	0.8	NPC154899
Intermediate Similarity	0.8	NPC233396
Intermediate Similarity	0.8	NPC473855
Intermediate Similarity	0.7982	NPC192596
Intermediate Similarity	0.7982	NPC298224
Intermediate Similarity	0.7966	NPC172253
Intermediate Similarity	0.7966	NPC59561
Intermediate Similarity	0.7965	NPC473809
Intermediate Similarity	0.7949	NPC474933
Intermediate Similarity	0.7949	NPC469954
Intermediate Similarity	0.7944	NPC175298
Intermediate Similarity	0.7931	NPC185541
Intermediate Similarity	0.7931	NPC464
Intermediate Similarity	0.7928	NPC135464
Intermediate Similarity	0.7928	NPC92623
Intermediate Similarity	0.7925	NPC26244
Intermediate Similarity	0.7909	NPC38209
Intermediate Similarity	0.7909	NPC292792
Intermediate Similarity	0.789	NPC51633
Intermediate Similarity	0.7881	NPC470626
Intermediate Similarity	0.7881	NPC474040
Intermediate Similarity	0.7881	NPC474214
Intermediate Similarity	0.7881	NPC131118
Intermediate Similarity	0.7876	NPC265211
Intermediate Similarity	0.7876	NPC306045
Intermediate Similarity	0.7863	NPC312105
Intermediate Similarity	0.7863	NPC141090
Intermediate Similarity	0.7863	NPC19290
Intermediate Similarity	0.7857	NPC35543
Intermediate Similarity	0.785	NPC473388
Intermediate Similarity	0.7838	NPC475269
Intermediate Similarity	0.783	NPC151715
Intermediate Similarity	0.7818	NPC24327
Intermediate Similarity	0.7818	NPC305205
Intermediate Similarity	0.7818	NPC12870
Intermediate Similarity	0.7815	NPC254625
Intermediate Similarity	0.7815	NPC281298
Intermediate Similarity	0.7815	NPC310338
Intermediate Similarity	0.7815	NPC474320
Intermediate Similarity	0.7815	NPC475961
Intermediate Similarity	0.7807	NPC303521
Intermediate Similarity	0.7805	NPC113495
Intermediate Similarity	0.7798	NPC13755
Intermediate Similarity	0.7797	NPC293619
Intermediate Similarity	0.7788	NPC245115
Intermediate Similarity	0.7778	NPC53906
Intermediate Similarity	0.7778	NPC283169
Intermediate Similarity	0.7778	NPC296526
Intermediate Similarity	0.7768	NPC326447
Intermediate Similarity	0.7768	NPC1065
Intermediate Similarity	0.775	NPC242885
Intermediate Similarity	0.775	NPC117780
Intermediate Similarity	0.775	NPC165133
Intermediate Similarity	0.775	NPC232316
Intermediate Similarity	0.775	NPC227217
Intermediate Similarity	0.775	NPC56214
Intermediate Similarity	0.775	NPC344161
Intermediate Similarity	0.775	NPC95614
Intermediate Similarity	0.7748	NPC109637
Intermediate Similarity	0.7742	NPC17837
Intermediate Similarity	0.7742	NPC8058
Intermediate Similarity	0.7742	NPC304630
Intermediate Similarity	0.7739	NPC470723
Intermediate Similarity	0.7727	NPC310905
Intermediate Similarity	0.7727	NPC307425
Intermediate Similarity	0.7727	NPC12714
Intermediate Similarity	0.7706	NPC132078
Intermediate Similarity	0.7706	NPC216468
Intermediate Similarity	0.7706	NPC78119
Intermediate Similarity	0.7706	NPC51333
Intermediate Similarity	0.7705	NPC36016
Intermediate Similarity	0.7705	NPC100099
Intermediate Similarity	0.7705	NPC30462
Intermediate Similarity	0.7699	NPC157473
Intermediate Similarity	0.7699	NPC251306
Intermediate Similarity	0.7699	NPC151530
Intermediate Similarity	0.7692	NPC180508
Intermediate Similarity	0.7692	NPC276737
Intermediate Similarity	0.7692	NPC22610
Intermediate Similarity	0.7692	NPC228287
Intermediate Similarity	0.7686	NPC129176
Intermediate Similarity	0.7686	NPC131868
Intermediate Similarity	0.7686	NPC207613
Intermediate Similarity	0.768	NPC100129
Intermediate Similarity	0.7679	NPC238115
Intermediate Similarity	0.7679	NPC473393
Intermediate Similarity	0.7672	NPC199462
Intermediate Similarity	0.7672	NPC153795
Intermediate Similarity	0.7672	NPC42911
Intermediate Similarity	0.7672	NPC290353
Intermediate Similarity	0.7667	NPC15805
Intermediate Similarity	0.7667	NPC43275
Intermediate Similarity	0.7661	NPC29008
Intermediate Similarity	0.7661	NPC228771
Intermediate Similarity	0.7661	NPC17348
Intermediate Similarity	0.7661	NPC266705
Intermediate Similarity	0.7658	NPC179686
Intermediate Similarity	0.7652	NPC137685
Intermediate Similarity	0.7647	NPC15860
Intermediate Similarity	0.7647	NPC219070
Intermediate Similarity	0.7647	NPC470759
Intermediate Similarity	0.7647	NPC127894
Intermediate Similarity	0.7647	NPC195466
Intermediate Similarity	0.7647	NPC69261
Intermediate Similarity	0.7647	NPC33270
Intermediate Similarity	0.7642	NPC76465
Intermediate Similarity	0.7642	NPC45040
Intermediate Similarity	0.7642	NPC38761
Intermediate Similarity	0.7636	NPC213730
Intermediate Similarity	0.7636	NPC107101
Intermediate Similarity	0.7627	NPC303370
Intermediate Similarity	0.7627	NPC808
Intermediate Similarity	0.7627	NPC51345
Intermediate Similarity	0.7623	NPC54872
Intermediate Similarity	0.7623	NPC301641
Intermediate Similarity	0.7623	NPC312713
Intermediate Similarity	0.7623	NPC470212
Intermediate Similarity	0.7623	NPC57268
Intermediate Similarity	0.7623	NPC160380
Intermediate Similarity	0.7623	NPC251259
Intermediate Similarity	0.7623	NPC473853
Intermediate Similarity	0.7623	NPC38996
Intermediate Similarity	0.7623	NPC126935
Intermediate Similarity	0.7623	NPC324571
Intermediate Similarity	0.7623	NPC54972
Intermediate Similarity	0.7623	NPC262156
Intermediate Similarity	0.7623	NPC113865
Intermediate Similarity	0.7623	NPC476633
Intermediate Similarity	0.7623	NPC216929
Intermediate Similarity	0.7623	NPC312675
Intermediate Similarity	0.7623	NPC172676
Intermediate Similarity	0.7623	NPC65933
Intermediate Similarity	0.7623	NPC80241
Intermediate Similarity	0.7623	NPC343720
Intermediate Similarity	0.7623	NPC477886
Intermediate Similarity	0.7623	NPC184651
Intermediate Similarity	0.7615	NPC95755
Intermediate Similarity	0.7611	NPC30416
Intermediate Similarity	0.7611	NPC176971
Intermediate Similarity	0.7611	NPC271274
Intermediate Similarity	0.7607	NPC176730
Intermediate Similarity	0.7607	NPC123175
Intermediate Similarity	0.7603	NPC321133
Intermediate Similarity	0.76	NPC170485
Intermediate Similarity	0.7589	NPC2518
Intermediate Similarity	0.7589	NPC283546
Intermediate Similarity	0.7586	NPC166837
Intermediate Similarity	0.7586	NPC266932
Intermediate Similarity	0.7586	NPC90520
Intermediate Similarity	0.7586	NPC296920
Intermediate Similarity	0.7583	NPC190514
Intermediate Similarity	0.7581	NPC197351
Intermediate Similarity	0.7581	NPC294156
Intermediate Similarity	0.7581	NPC106914
Intermediate Similarity	0.7581	NPC256015
Intermediate Similarity	0.7581	NPC86502
Intermediate Similarity	0.7581	NPC246648
Intermediate Similarity	0.7581	NPC134195
Intermediate Similarity	0.7568	NPC7686
Intermediate Similarity	0.7568	NPC40258

Drug Structure

NPD5451 OpenBabel08211708292D 27 29 0 0 0 0 0 0 0 0999 V2000 -6.9282 4.0000 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 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 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 -2.5981 -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 -0.8660 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 -6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 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 -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 -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 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 2.5000 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 0.0000 -0.0000 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 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 3.0000 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 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 26 1 0 0 0 0 3 27 1 0 0 0 0 4 10 1 0 0 0 0 4 16 2 0 0 0 0 5 11 2 0 0 0 0 5 16 1 0 0 0 0 6 12 1 0 0 0 0 6 17 2 0 0 0 0 7 13 2 0 0 0 0 7 17 1 0 0 0 0 8 14 1 0 0 0 0 8 18 2 0 0 0 0 9 15 2 0 0 0 0 9 18 1 0 0 0 0 10 19 2 0 0 0 0 11 19 1 0 0 0 0 12 20 2 0 0 0 0 13 20 1 0 0 0 0 14 21 2 0 0 0 0 15 21 1 0 0 0 0 16 22 1 0 0 0 0 17 22 1 0 0 0 0 18 23 1 0 0 0 0 19 25 1 0 0 0 0 20 26 1 0 0 0 0 21 27 1 0 0 0 0 22 23 2 0 0 0 0 23 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001012
DrugBank	DB00269
ChEMBL	CHEMBL1200761
IUPHAR/BPS	7146
PharmaGKB	PA164768822
KEGG Drug	D00269
PubChem CID	11289
ChEBI	3641
CAS Number	569-57-3

Drug Properties

Molecular Weight	380.12
ALogP	0.4855
MLogP	3.55
XLogP	6.571
HDA	0
HBD	0
Rotatable Bonds	10
TPSA	27.69
RO5 Violation	1