NPASS drugs

Drug Information

Drug ID:	NPD3634
Drug Name:	Alfuzosin
Molecular Formula:	C19H27N5O4
Canonical SMILES:	COc1cc2nc([nH]c(=N)c2cc1OC)N(CCCN=C(C1CCCO1)O)C
Standard InCHI:	InChI=1S/C19H27N5O4/c1-24(8-5-7-21-18(25)14-6-4-9-28-14)19-22-13-11-16(27-3)15(26-2)10-12(13)17(20)23-19/h10-11,14H,4-9H2,1-3H3,(H,21,25)(H2,20,22,23)
Standard InCHIKey:	WNMJYKCGWZFFKR-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3634

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	251
0.1-0.2	1882
0.2-0.3	10048
0.3-0.4	3468
0.4-0.5	10431
0.5-0.6	4012
0.6-0.7	789
0.7-0.8	9
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	0.7278	NPC13397
Intermediate Similarity	0.7234	NPC310894
Intermediate Similarity	0.7157	NPC473460
Intermediate Similarity	0.7107	NPC477186
Intermediate Similarity	0.7094	NPC25897
Intermediate Similarity	0.7053	NPC85482
Intermediate Similarity	0.7053	NPC16249
Intermediate Similarity	0.701	NPC127178
Intermediate Similarity	0.7	NPC79213
Remote Similarity	0.6973	NPC10730
Remote Similarity	0.6973	NPC10875
Remote Similarity	0.6967	NPC316981
Remote Similarity	0.6967	NPC119722
Remote Similarity	0.6946	NPC272706
Remote Similarity	0.6943	NPC168153
Remote Similarity	0.6942	NPC135887
Remote Similarity	0.6942	NPC199277
Remote Similarity	0.6931	NPC247251
Remote Similarity	0.6915	NPC72291
Remote Similarity	0.6905	NPC168250
Remote Similarity	0.6875	NPC475147
Remote Similarity	0.6872	NPC269449
Remote Similarity	0.6866	NPC128476
Remote Similarity	0.6862	NPC235628
Remote Similarity	0.6852	NPC108826
Remote Similarity	0.6842	NPC261388
Remote Similarity	0.6837	NPC126556
Remote Similarity	0.6825	NPC471561
Remote Similarity	0.6825	NPC475133
Remote Similarity	0.6791	NPC292003
Remote Similarity	0.6786	NPC181905
Remote Similarity	0.6776	NPC266931
Remote Similarity	0.6773	NPC19175
Remote Similarity	0.6754	NPC70172
Remote Similarity	0.6753	NPC66573
Remote Similarity	0.6738	NPC56271
Remote Similarity	0.6737	NPC315498
Remote Similarity	0.6737	NPC230942
Remote Similarity	0.672	NPC37205
Remote Similarity	0.672	NPC160931
Remote Similarity	0.6719	NPC19555
Remote Similarity	0.6714	NPC219664
Remote Similarity	0.6714	NPC473422
Remote Similarity	0.6702	NPC205167
Remote Similarity	0.6684	NPC476568
Remote Similarity	0.6682	NPC195636
Remote Similarity	0.6651	NPC203168
Remote Similarity	0.6651	NPC469594
Remote Similarity	0.6649	NPC216816
Remote Similarity	0.6648	NPC255550
Remote Similarity	0.6648	NPC308885
Remote Similarity	0.6635	NPC163829
Remote Similarity	0.6624	NPC472031
Remote Similarity	0.6624	NPC472067
Remote Similarity	0.6624	NPC472066
Remote Similarity	0.662	NPC329329
Remote Similarity	0.662	NPC471080
Remote Similarity	0.662	NPC469592
Remote Similarity	0.662	NPC317709
Remote Similarity	0.6616	NPC287152
Remote Similarity	0.6615	NPC249274
Remote Similarity	0.661	NPC93882
Remote Similarity	0.661	NPC130595
Remote Similarity	0.6609	NPC472068
Remote Similarity	0.6606	NPC313327
Remote Similarity	0.6591	NPC476069
Remote Similarity	0.6591	NPC10653
Remote Similarity	0.6591	NPC318525
Remote Similarity	0.658	NPC24954
Remote Similarity	0.6575	NPC173080
Remote Similarity	0.6574	NPC127996
Remote Similarity	0.6573	NPC6854
Remote Similarity	0.6573	NPC313737
Remote Similarity	0.6573	NPC285078
Remote Similarity	0.6567	NPC84478
Remote Similarity	0.6566	NPC228040
Remote Similarity	0.6562	NPC69360
Remote Similarity	0.6561	NPC82285
Remote Similarity	0.6561	NPC133011
Remote Similarity	0.6557	NPC14339
Remote Similarity	0.655	NPC260118
Remote Similarity	0.6548	NPC474953
Remote Similarity	0.6548	NPC311991
Remote Similarity	0.6545	NPC147091
Remote Similarity	0.6544	NPC162530
Remote Similarity	0.6543	NPC274026
Remote Similarity	0.6543	NPC184161
Remote Similarity	0.6542	NPC475910
Remote Similarity	0.6538	NPC472191
Remote Similarity	0.6538	NPC161804
Remote Similarity	0.6536	NPC218530
Remote Similarity	0.6535	NPC28425
Remote Similarity	0.6534	NPC471306
Remote Similarity	0.6534	NPC471321
Remote Similarity	0.6533	NPC316161
Remote Similarity	0.6533	NPC187678
Remote Similarity	0.6532	NPC280272
Remote Similarity	0.6531	NPC100566
Remote Similarity	0.6526	NPC472111
Remote Similarity	0.6526	NPC158551
Remote Similarity	0.6522	NPC198401
Remote Similarity	0.652	NPC320088
Remote Similarity	0.6517	NPC311936
Remote Similarity	0.6517	NPC176127
Remote Similarity	0.6517	NPC215747
Remote Similarity	0.6517	NPC192939
Remote Similarity	0.6513	NPC89199
Remote Similarity	0.6513	NPC303374
Remote Similarity	0.6513	NPC54125
Remote Similarity	0.6512	NPC469589
Remote Similarity	0.6507	NPC291173
Remote Similarity	0.65	NPC265383
Remote Similarity	0.65	NPC283999
Remote Similarity	0.65	NPC237227
Remote Similarity	0.6498	NPC159815
Remote Similarity	0.6497	NPC477185
Remote Similarity	0.6492	NPC93593
Remote Similarity	0.6486	NPC294249
Remote Similarity	0.6485	NPC119579
Remote Similarity	0.6485	NPC474607
Remote Similarity	0.648	NPC476002
Remote Similarity	0.6479	NPC87714
Remote Similarity	0.6478	NPC473183
Remote Similarity	0.6477	NPC172403
Remote Similarity	0.6477	NPC59028
Remote Similarity	0.6477	NPC92191
Remote Similarity	0.6471	NPC308906
Remote Similarity	0.6468	NPC15919
Remote Similarity	0.6461	NPC476570
Remote Similarity	0.6458	NPC291359
Remote Similarity	0.6457	NPC148124
Remote Similarity	0.6455	NPC219383
Remote Similarity	0.6453	NPC474650
Remote Similarity	0.6452	NPC130926
Remote Similarity	0.645	NPC304675
Remote Similarity	0.6447	NPC471604
Remote Similarity	0.6447	NPC181653
Remote Similarity	0.6447	NPC304846
Remote Similarity	0.6447	NPC190332
Remote Similarity	0.6442	NPC85381
Remote Similarity	0.6441	NPC226662
Remote Similarity	0.6439	NPC217294
Remote Similarity	0.6439	NPC224293
Remote Similarity	0.6436	NPC476571
Remote Similarity	0.6436	NPC428
Remote Similarity	0.6436	NPC147390
Remote Similarity	0.6436	NPC475794
Remote Similarity	0.6436	NPC24233
Remote Similarity	0.6436	NPC246587
Remote Similarity	0.6436	NPC135538
Remote Similarity	0.6432	NPC162484
Remote Similarity	0.6429	NPC41473
Remote Similarity	0.6429	NPC312770
Remote Similarity	0.6429	NPC160607
Remote Similarity	0.6429	NPC14600
Remote Similarity	0.6429	NPC253429
Remote Similarity	0.6429	NPC204848
Remote Similarity	0.6425	NPC214869
Remote Similarity	0.6425	NPC204970
Remote Similarity	0.6422	NPC33902
Remote Similarity	0.6422	NPC10732
Remote Similarity	0.6422	NPC276674
Remote Similarity	0.6421	NPC76213
Remote Similarity	0.6421	NPC277669
Remote Similarity	0.6419	NPC193777
Remote Similarity	0.6418	NPC237044
Remote Similarity	0.6413	NPC46259
Remote Similarity	0.6413	NPC99724
Remote Similarity	0.6409	NPC11147
Remote Similarity	0.6408	NPC174629
Remote Similarity	0.6408	NPC296742
Remote Similarity	0.6404	NPC35961
Remote Similarity	0.6404	NPC52029
Remote Similarity	0.6404	NPC195749
Remote Similarity	0.6402	NPC60538
Remote Similarity	0.6402	NPC207824
Remote Similarity	0.64	NPC477187
Remote Similarity	0.6396	NPC198741
Remote Similarity	0.6394	NPC79293
Remote Similarity	0.6394	NPC279401
Remote Similarity	0.6393	NPC299583
Remote Similarity	0.6391	NPC473184
Remote Similarity	0.6391	NPC277351
Remote Similarity	0.6389	NPC476465
Remote Similarity	0.6386	NPC474325
Remote Similarity	0.6386	NPC190461
Remote Similarity	0.6385	NPC66815
Remote Similarity	0.6384	NPC153990
Remote Similarity	0.6384	NPC186898
Remote Similarity	0.6383	NPC191376
Remote Similarity	0.6383	NPC179825
Remote Similarity	0.6383	NPC321505
Remote Similarity	0.6381	NPC234318
Remote Similarity	0.638	NPC473513
Remote Similarity	0.6378	NPC124433
Remote Similarity	0.6378	NPC293871
Remote Similarity	0.6378	NPC320104
Remote Similarity	0.6377	NPC28510
Remote Similarity	0.6376	NPC471532
Remote Similarity	0.6374	NPC131204

Drug Structure

NPD3634 OpenBabel08211703112D 31 33 0 0 1 0 0 0 0 0999 V2000 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1449 -0.2976 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 -6.1667 -0.5055 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 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6449 -1.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 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 -0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 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 -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 1.7321 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 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 -1.7321 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9757 -1.9067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 24 1 0 0 0 0 2 26 1 0 0 0 0 3 27 1 0 0 0 0 4 6 1 0 0 0 0 4 9 1 0 0 0 0 5 7 1 0 0 0 0 5 8 1 0 0 0 0 6 14 1 0 0 0 0 7 21 1 0 0 0 0 8 24 1 0 0 0 0 9 28 1 0 0 0 0 10 12 2 0 0 0 0 10 15 1 0 0 0 0 11 13 2 0 0 0 0 11 16 1 0 0 0 0 12 13 1 0 0 0 0 12 17 1 0 0 0 0 13 22 1 0 0 0 0 14 18 1 0 0 0 0 14 28 1 0 0 0 0 15 16 2 0 0 0 0 15 26 1 0 0 0 0 16 27 1 0 0 0 0 17 20 2 0 0 0 0 17 23 1 0 0 0 0 18 21 2 3 0 0 0 18 25 1 0 0 0 0 19 22 2 0 0 0 0 19 23 1 0 0 0 0 19 24 1 0 0 0 0 20 29 1 0 0 0 0 23 30 1 0 0 0 0 25 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000370; DCL000664; DCL001034
DrugBank	DB00346
ChEMBL	CHEMBL709
IUPHAR/BPS	7109
PharmaGKB	PA164774795
KEGG Drug	D01692
PubChem CID	71764; 2092
ChEBI	51141
CAS Number	81403-80-7

Drug Properties

Molecular Weight	389.21
ALogP	-1.8823
MLogP	2.56
XLogP	2.597
HDA	7
HBD	3
Rotatable Bonds	12
TPSA	111.76
RO5 Violation	0