NPASS drugs

Drug Information

Drug ID:	NPD2990
Drug Name:	Phenoxybenzamine
Molecular Formula:	C18H22ClNO
Canonical SMILES:	ClCCN(C(COc1ccccc1)C)Cc1ccccc1
Standard InCHI:	InChI=1S/C18H22ClNO/c1-16(15-21-18-10-6-3-7-11-18)20(13-12-19)14-17-8-4-2-5-9-17/h2-11,16H,12-15H2,1H3
Standard InCHIKey:	QZVCTJOXCFMACW-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2990

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	169
0.1-0.2	1721
0.2-0.3	8205
0.3-0.4	4297
0.4-0.5	7498
0.5-0.6	7729
0.6-0.7	1190
0.7-0.8	80
0.8-0.85	1
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	0.8217	NPC255253
Intermediate Similarity	0.7704	NPC172403
Intermediate Similarity	0.7647	NPC313918
Intermediate Similarity	0.7638	NPC26524
Intermediate Similarity	0.7634	NPC263835
Intermediate Similarity	0.7606	NPC83289
Intermediate Similarity	0.7606	NPC189724
Intermediate Similarity	0.7606	NPC212850
Intermediate Similarity	0.754	NPC95977
Intermediate Similarity	0.7537	NPC328267
Intermediate Similarity	0.7429	NPC266425
Intermediate Similarity	0.7397	NPC247298
Intermediate Similarity	0.7372	NPC218323
Intermediate Similarity	0.7368	NPC321133
Intermediate Similarity	0.7361	NPC314682
Intermediate Similarity	0.7357	NPC274732
Intermediate Similarity	0.7357	NPC118419
Intermediate Similarity	0.7333	NPC471315
Intermediate Similarity	0.7333	NPC471314
Intermediate Similarity	0.731	NPC328750
Intermediate Similarity	0.731	NPC470925
Intermediate Similarity	0.731	NPC188163
Intermediate Similarity	0.731	NPC474915
Intermediate Similarity	0.731	NPC213206
Intermediate Similarity	0.7299	NPC141739
Intermediate Similarity	0.7299	NPC136112
Intermediate Similarity	0.7299	NPC320242
Intermediate Similarity	0.7297	NPC245974
Intermediate Similarity	0.7293	NPC256369
Intermediate Similarity	0.7279	NPC211218
Intermediate Similarity	0.7279	NPC217277
Intermediate Similarity	0.7244	NPC97811
Intermediate Similarity	0.7236	NPC316797
Intermediate Similarity	0.7234	NPC471953
Intermediate Similarity	0.7222	NPC231163
Intermediate Similarity	0.7222	NPC318591
Intermediate Similarity	0.7203	NPC11147
Intermediate Similarity	0.7164	NPC43275
Intermediate Similarity	0.7154	NPC471576
Intermediate Similarity	0.7143	NPC283079
Intermediate Similarity	0.7143	NPC42383
Intermediate Similarity	0.7114	NPC185838
Intermediate Similarity	0.7111	NPC160120
Intermediate Similarity	0.7111	NPC289330
Intermediate Similarity	0.7111	NPC53596
Intermediate Similarity	0.7111	NPC471308
Intermediate Similarity	0.7111	NPC17388
Intermediate Similarity	0.7103	NPC193528
Intermediate Similarity	0.7101	NPC95733
Intermediate Similarity	0.7101	NPC62101
Intermediate Similarity	0.7095	NPC136860
Intermediate Similarity	0.7095	NPC476567
Intermediate Similarity	0.7095	NPC128019
Intermediate Similarity	0.7092	NPC160193
Intermediate Similarity	0.7087	NPC326801
Intermediate Similarity	0.7077	NPC21890
Intermediate Similarity	0.7063	NPC325568
Intermediate Similarity	0.7054	NPC24777
Intermediate Similarity	0.705	NPC29477
Intermediate Similarity	0.7034	NPC307682
Intermediate Similarity	0.7031	NPC186469
Intermediate Similarity	0.7029	NPC307020
Intermediate Similarity	0.7021	NPC471321
Intermediate Similarity	0.7021	NPC471306
Intermediate Similarity	0.702	NPC476151
Intermediate Similarity	0.702	NPC476144
Intermediate Similarity	0.702	NPC253883
Intermediate Similarity	0.702	NPC106295
Intermediate Similarity	0.702	NPC16107
Intermediate Similarity	0.702	NPC321505
Intermediate Similarity	0.702	NPC191376
Intermediate Similarity	0.702	NPC179825
Intermediate Similarity	0.702	NPC95075
Intermediate Similarity	0.702	NPC90844
Intermediate Similarity	0.702	NPC210437
Intermediate Similarity	0.702	NPC51957
Intermediate Similarity	0.702	NPC144863
Intermediate Similarity	0.7015	NPC323948
Intermediate Similarity	0.7013	NPC206372
Intermediate Similarity	0.7013	NPC203424
Intermediate Similarity	0.7	NPC110337
Remote Similarity	0.6993	NPC97870
Remote Similarity	0.6993	NPC307123
Remote Similarity	0.6993	NPC247018
Remote Similarity	0.6993	NPC470392
Remote Similarity	0.6992	NPC303370
Remote Similarity	0.6987	NPC247639
Remote Similarity	0.6987	NPC25084
Remote Similarity	0.6984	NPC192596
Remote Similarity	0.6974	NPC7467
Remote Similarity	0.6974	NPC476571
Remote Similarity	0.6974	NPC135538
Remote Similarity	0.6974	NPC428
Remote Similarity	0.6974	NPC24233
Remote Similarity	0.6974	NPC147390
Remote Similarity	0.6974	NPC246587
Remote Similarity	0.6974	NPC475959
Remote Similarity	0.6954	NPC296085
Remote Similarity	0.6929	NPC124776
Remote Similarity	0.6929	NPC110131
Remote Similarity	0.6928	NPC92541
Remote Similarity	0.6928	NPC219162
Remote Similarity	0.6928	NPC477565
Remote Similarity	0.6928	NPC103379
Remote Similarity	0.6905	NPC51633
Remote Similarity	0.6897	NPC29650
Remote Similarity	0.6887	NPC130926
Remote Similarity	0.6887	NPC9373
Remote Similarity	0.6883	NPC47672
Remote Similarity	0.6875	NPC470393
Remote Similarity	0.6871	NPC253429
Remote Similarity	0.6861	NPC41801
Remote Similarity	0.6859	NPC233926
Remote Similarity	0.6849	NPC138365
Remote Similarity	0.6846	NPC204546
Remote Similarity	0.6842	NPC71629
Remote Similarity	0.6839	NPC326316
Remote Similarity	0.6839	NPC81733
Remote Similarity	0.6829	NPC471581
Remote Similarity	0.6818	NPC60538
Remote Similarity	0.6818	NPC207824
Remote Similarity	0.6818	NPC166837
Remote Similarity	0.6813	NPC254700
Remote Similarity	0.6812	NPC318357
Remote Similarity	0.6803	NPC42793
Remote Similarity	0.6803	NPC231884
Remote Similarity	0.6803	NPC167944
Remote Similarity	0.68	NPC95755
Remote Similarity	0.6797	NPC38079
Remote Similarity	0.6797	NPC108875
Remote Similarity	0.6795	NPC26601
Remote Similarity	0.6777	NPC99886
Remote Similarity	0.6777	NPC177844
Remote Similarity	0.6777	NPC8002
Remote Similarity	0.6777	NPC259134
Remote Similarity	0.6776	NPC189908
Remote Similarity	0.6774	NPC151895
Remote Similarity	0.6774	NPC192768
Remote Similarity	0.6774	NPC220858
Remote Similarity	0.6774	NPC88249
Remote Similarity	0.6774	NPC97221
Remote Similarity	0.677	NPC475393
Remote Similarity	0.677	NPC233650
Remote Similarity	0.6769	NPC151530
Remote Similarity	0.6769	NPC157473
Remote Similarity	0.6761	NPC301713
Remote Similarity	0.6755	NPC135349
Remote Similarity	0.6753	NPC130941
Remote Similarity	0.6752	NPC315257
Remote Similarity	0.6744	NPC473855
Remote Similarity	0.6735	NPC237227
Remote Similarity	0.6735	NPC475828
Remote Similarity	0.6731	NPC476568
Remote Similarity	0.6731	NPC76213
Remote Similarity	0.6731	NPC277669
Remote Similarity	0.673	NPC129603
Remote Similarity	0.6728	NPC169743
Remote Similarity	0.6728	NPC134858
Remote Similarity	0.6721	NPC71853
Remote Similarity	0.6718	NPC146530
Remote Similarity	0.6714	NPC298486
Remote Similarity	0.6713	NPC251571
Remote Similarity	0.6713	NPC17374
Remote Similarity	0.6712	NPC132308
Remote Similarity	0.6712	NPC160692
Remote Similarity	0.6711	NPC36434
Remote Similarity	0.671	NPC258222
Remote Similarity	0.6709	NPC123323
Remote Similarity	0.6709	NPC295691
Remote Similarity	0.6709	NPC216459
Remote Similarity	0.6709	NPC276588
Remote Similarity	0.6709	NPC54379
Remote Similarity	0.6709	NPC5238
Remote Similarity	0.6709	NPC189266
Remote Similarity	0.6709	NPC2413
Remote Similarity	0.6709	NPC41178
Remote Similarity	0.6709	NPC184026
Remote Similarity	0.6709	NPC110416
Remote Similarity	0.6709	NPC204828
Remote Similarity	0.6709	NPC172765
Remote Similarity	0.6709	NPC249797
Remote Similarity	0.6709	NPC138487
Remote Similarity	0.6709	NPC193949
Remote Similarity	0.6709	NPC469817
Remote Similarity	0.6709	NPC127674
Remote Similarity	0.6709	NPC39701
Remote Similarity	0.6709	NPC278799
Remote Similarity	0.6709	NPC207757
Remote Similarity	0.6709	NPC76079
Remote Similarity	0.6693	NPC214200
Remote Similarity	0.6693	NPC289381
Remote Similarity	0.6693	NPC228400
Remote Similarity	0.6693	NPC155847
Remote Similarity	0.6692	NPC176971
Remote Similarity	0.6692	NPC113457
Remote Similarity	0.6692	NPC266932
Remote Similarity	0.6692	NPC269340
Remote Similarity	0.6691	NPC83279
Remote Similarity	0.6691	NPC258992
Remote Similarity	0.6689	NPC131204

Drug Structure

NPD2990 OpenBabel08211702562D 21 22 0 0 1 0 0 0 0 0999 V2000 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -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 -5.1962 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 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 -4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 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 -0.0000 1.0000 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 -0.5000 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 -0.8660 -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 3 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 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 Cl 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 O 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 4 2 0 0 0 0 2 5 1 0 0 0 0 3 6 2 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 9 2 0 0 0 0 6 10 1 0 0 0 0 7 11 2 0 0 0 0 8 17 2 0 0 0 0 9 17 1 0 0 0 0 10 18 2 0 0 0 0 11 18 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 14 20 1 0 0 0 0 15 16 1 0 0 0 0 15 21 1 0 0 0 0 16 20 1 0 0 0 0 18 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000478
DrugBank	DB00925
ChEMBL	CHEMBL753
IUPHAR/BPS	7268
PharmaGKB	PA450919
KEGG Drug
PubChem CID	4768
ChEBI	8077
CAS Number	59-96-1

Drug Properties

Molecular Weight	303.14
ALogP	0.6507
MLogP	3.11
XLogP	6.549
HDA	1
HBD	0
Rotatable Bonds	10
TPSA	12.47
RO5 Violation	1