NPASS drugs

Drug Information

Drug ID:	NPD6789
Drug Name:	Dutasteride
Molecular Formula:	C27H30F6N2O2
Canonical SMILES:	OC1=N[C@H]2[C@@](C=C1)(C)[C@H]1CC[C@]3([C@H]([C@@H]1CC2)CC[C@@H]3C(=Nc1cc(ccc1C(F)(F)F)C(F)(F)F)O)C
Standard InCHI:	InChI=1S/C27H30F6N2O2/c1-24-11-9-17-15(4-8-21-25(17,2)12-10-22(36)35-21)16(24)6-7-19(24)23(37)34-20-13-14(26(28,29)30)3-5-18(20)27(31,32)33/h3,5,10,12-13,15-17,19,21H,4,6-9,11H2,1-2H3,(H,34,37)(H,35,36)/t15-,16-,17-,19+,21+,24-,25+/m0/s1
Standard InCHIKey:	JWJOTENAMICLJG-QWBYCMEYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6789

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	193
0.1-0.2	1150
0.2-0.3	3703
0.3-0.4	14167
0.4-0.5	9027
0.5-0.6	2377
0.6-0.7	263
0.7-0.8	10
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	0.7517	NPC243162
Intermediate Similarity	0.7376	NPC109151
Intermediate Similarity	0.7303	NPC477155
Intermediate Similarity	0.7188	NPC477156
Intermediate Similarity	0.7188	NPC477157
Intermediate Similarity	0.7161	NPC116519
Intermediate Similarity	0.7071	NPC147957
Intermediate Similarity	0.7067	NPC132847
Intermediate Similarity	0.705	NPC205652
Intermediate Similarity	0.7	NPC3202
Remote Similarity	0.6883	NPC153007
Remote Similarity	0.6879	NPC311330
Remote Similarity	0.6871	NPC474926
Remote Similarity	0.6871	NPC325013
Remote Similarity	0.6855	NPC212799
Remote Similarity	0.6853	NPC264580
Remote Similarity	0.6815	NPC473922
Remote Similarity	0.6809	NPC470550
Remote Similarity	0.6786	NPC98187
Remote Similarity	0.6779	NPC478079
Remote Similarity	0.6747	NPC477158
Remote Similarity	0.6733	NPC101372
Remote Similarity	0.6733	NPC197680
Remote Similarity	0.6733	NPC259098
Remote Similarity	0.6732	NPC184437
Remote Similarity	0.6727	NPC104345
Remote Similarity	0.6687	NPC264589
Remote Similarity	0.6687	NPC470579
Remote Similarity	0.6667	NPC472587
Remote Similarity	0.6646	NPC254798
Remote Similarity	0.6618	NPC178681
Remote Similarity	0.6617	NPC311242
Remote Similarity	0.6608	NPC280548
Remote Similarity	0.6606	NPC114808
Remote Similarity	0.6606	NPC473297
Remote Similarity	0.6601	NPC476689
Remote Similarity	0.6601	NPC476685
Remote Similarity	0.6601	NPC476687
Remote Similarity	0.6591	NPC161972
Remote Similarity	0.6591	NPC303045
Remote Similarity	0.6588	NPC278887
Remote Similarity	0.6584	NPC472100
Remote Similarity	0.6582	NPC186284
Remote Similarity	0.6582	NPC22082
Remote Similarity	0.6562	NPC472103
Remote Similarity	0.6536	NPC316746
Remote Similarity	0.6534	NPC198339
Remote Similarity	0.6532	NPC34508
Remote Similarity	0.6522	NPC474695
Remote Similarity	0.6512	NPC257354
Remote Similarity	0.6509	NPC16667
Remote Similarity	0.6506	NPC38736
Remote Similarity	0.6471	NPC469457
Remote Similarity	0.6471	NPC226662
Remote Similarity	0.6467	NPC285469
Remote Similarity	0.6463	NPC37548
Remote Similarity	0.6463	NPC187951
Remote Similarity	0.6447	NPC476950
Remote Similarity	0.6438	NPC192209
Remote Similarity	0.6429	NPC37584
Remote Similarity	0.6424	NPC475763
Remote Similarity	0.642	NPC475578
Remote Similarity	0.6412	NPC476231
Remote Similarity	0.6412	NPC78154
Remote Similarity	0.6407	NPC207726
Remote Similarity	0.64	NPC475097
Remote Similarity	0.6391	NPC471309
Remote Similarity	0.6391	NPC67056
Remote Similarity	0.6391	NPC476483
Remote Similarity	0.6389	NPC187036
Remote Similarity	0.6386	NPC275839
Remote Similarity	0.6384	NPC270009
Remote Similarity	0.638	NPC469735
Remote Similarity	0.6374	NPC34271
Remote Similarity	0.6369	NPC19679
Remote Similarity	0.6369	NPC184476
Remote Similarity	0.6364	NPC226438
Remote Similarity	0.6364	NPC288785
Remote Similarity	0.6358	NPC469462
Remote Similarity	0.6353	NPC68650
Remote Similarity	0.6343	NPC97525
Remote Similarity	0.6341	NPC469740
Remote Similarity	0.6336	NPC470877
Remote Similarity	0.6335	NPC470090
Remote Similarity	0.6331	NPC153694
Remote Similarity	0.6331	NPC211525
Remote Similarity	0.633	NPC32200
Remote Similarity	0.6325	NPC154602
Remote Similarity	0.6313	NPC192270
Remote Similarity	0.631	NPC470507
Remote Similarity	0.6298	NPC476319
Remote Similarity	0.6296	NPC25565
Remote Similarity	0.6294	NPC291359
Remote Similarity	0.6292	NPC274002
Remote Similarity	0.6292	NPC472331
Remote Similarity	0.6292	NPC176199
Remote Similarity	0.6292	NPC215795
Remote Similarity	0.6292	NPC126515
Remote Similarity	0.6291	NPC472415
Remote Similarity	0.6288	NPC74936
Remote Similarity	0.6288	NPC471307
Remote Similarity	0.6288	NPC209764
Remote Similarity	0.6288	NPC78041
Remote Similarity	0.6288	NPC159178
Remote Similarity	0.6288	NPC121872
Remote Similarity	0.6288	NPC141139
Remote Similarity	0.6287	NPC285381
Remote Similarity	0.6282	NPC53044
Remote Similarity	0.6277	NPC473747
Remote Similarity	0.6265	NPC124005
Remote Similarity	0.6264	NPC154293
Remote Similarity	0.6258	NPC124802
Remote Similarity	0.6257	NPC225319
Remote Similarity	0.625	NPC206967
Remote Similarity	0.625	NPC317758
Remote Similarity	0.625	NPC475439
Remote Similarity	0.625	NPC473501
Remote Similarity	0.625	NPC471294
Remote Similarity	0.6243	NPC165201
Remote Similarity	0.6243	NPC470508
Remote Similarity	0.6241	NPC191215
Remote Similarity	0.6241	NPC274089
Remote Similarity	0.6236	NPC293472
Remote Similarity	0.6236	NPC326575
Remote Similarity	0.6232	NPC474582
Remote Similarity	0.6222	NPC302191
Remote Similarity	0.6221	NPC289776
Remote Similarity	0.6221	NPC191863
Remote Similarity	0.6221	NPC133470
Remote Similarity	0.6221	NPC99632
Remote Similarity	0.6221	NPC472121
Remote Similarity	0.6221	NPC282339
Remote Similarity	0.622	NPC328824
Remote Similarity	0.622	NPC242556
Remote Similarity	0.622	NPC44649
Remote Similarity	0.6218	NPC126859
Remote Similarity	0.6218	NPC89769
Remote Similarity	0.6218	NPC259665
Remote Similarity	0.6218	NPC183722
Remote Similarity	0.6216	NPC313449
Remote Similarity	0.6209	NPC472414
Remote Similarity	0.6207	NPC19555
Remote Similarity	0.6205	NPC284102
Remote Similarity	0.6203	NPC313352
Remote Similarity	0.6201	NPC472443
Remote Similarity	0.6199	NPC36495
Remote Similarity	0.6199	NPC63210
Remote Similarity	0.6199	NPC148468
Remote Similarity	0.6199	NPC263709
Remote Similarity	0.6199	NPC243673
Remote Similarity	0.6199	NPC310403
Remote Similarity	0.6199	NPC97380
Remote Similarity	0.6194	NPC8305
Remote Similarity	0.6194	NPC40488
Remote Similarity	0.6194	NPC268763
Remote Similarity	0.6194	NPC66177
Remote Similarity	0.6194	NPC116057
Remote Similarity	0.6193	NPC6982
Remote Similarity	0.6188	NPC166667
Remote Similarity	0.6185	NPC159319
Remote Similarity	0.6183	NPC473031
Remote Similarity	0.6178	NPC42423
Remote Similarity	0.6178	NPC246913
Remote Similarity	0.6176	NPC51054
Remote Similarity	0.6173	NPC475422
Remote Similarity	0.6173	NPC316202
Remote Similarity	0.617	NPC211551
Remote Similarity	0.6168	NPC318086
Remote Similarity	0.6167	NPC265383
Remote Similarity	0.6164	NPC296163
Remote Similarity	0.6158	NPC473880
Remote Similarity	0.6158	NPC473743
Remote Similarity	0.6149	NPC82963
Remote Similarity	0.6145	NPC129042
Remote Similarity	0.6145	NPC476757
Remote Similarity	0.6142	NPC250129
Remote Similarity	0.6141	NPC119700
Remote Similarity	0.6136	NPC194411
Remote Similarity	0.6133	NPC260118
Remote Similarity	0.6133	NPC475962
Remote Similarity	0.6131	NPC206592
Remote Similarity	0.6131	NPC33168
Remote Similarity	0.6131	NPC33421
Remote Similarity	0.6127	NPC472117
Remote Similarity	0.6127	NPC476750
Remote Similarity	0.6126	NPC475151
Remote Similarity	0.6122	NPC246904
Remote Similarity	0.6122	NPC118202
Remote Similarity	0.612	NPC52262
Remote Similarity	0.6114	NPC49954
Remote Similarity	0.6114	NPC474561
Remote Similarity	0.6111	NPC6093
Remote Similarity	0.6111	NPC130251
Remote Similarity	0.6111	NPC232340
Remote Similarity	0.6108	NPC46413
Remote Similarity	0.6107	NPC311737
Remote Similarity	0.6107	NPC38458
Remote Similarity	0.6105	NPC469461
Remote Similarity	0.6102	NPC126492
Remote Similarity	0.6102	NPC158129

Drug Structure

NPD6789 OpenBabel08211710072D 39 43 0 0 1 0 0 0 0 0999 V2000 0.0228 -0.0613 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2142 1.3523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9019 -4.0041 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4821 3.3523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9238 -3.7962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3350 2.1613 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9228 1.3523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3481 3.8523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3481 0.8523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9462 2.3523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4821 0.3523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0802 1.8523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2620 -2.3099 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5710 -3.2610 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4821 2.3523 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.3839 1.8523 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.3481 1.8523 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.6147 -2.8452 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3350 0.5433 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.2839 -2.1020 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2142 3.3523 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.9462 3.3523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6440 -0.4078 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3839 0.8523 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.2142 2.3523 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.5492 -3.4689 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3634 -2.6372 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5002 -3.1599 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.7571 -2.4907 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.8582 -4.4199 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.3145 -2.9463 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.5713 -3.6154 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.6724 -1.6862 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.9749 -1.1509 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0802 3.8523 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6221 -0.6157 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9312 -1.5668 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3 5 2 0 0 0 0 3 14 1 0 0 0 0 4 8 1 0 0 0 0 5 18 1 0 0 0 0 6 7 1 0 0 0 0 6 16 1 0 0 0 0 7 19 1 0 0 0 0 8 21 1 0 0 0 0 9 11 1 0 0 0 0 9 17 1 0 0 0 0 10 12 2 0 0 0 0 10 22 1 0 0 0 0 11 24 1 0 0 0 0 12 25 1 0 0 0 0 13 14 2 0 0 0 0 13 20 1 0 0 0 0 14 26 1 0 0 0 0 15 4 1 6 0 0 0 15 16 1 0 0 0 0 15 17 1 0 0 0 0 16 24 1 1 0 0 0 17 25 1 1 0 0 0 18 20 2 0 0 0 0 18 27 1 0 0 0 0 19 23 1 0 0 0 0 19 24 1 1 0 0 0 20 34 1 0 0 0 0 21 25 1 1 0 0 0 21 35 1 0 0 0 0 22 35 2 0 0 0 0 22 36 1 0 0 0 0 23 34 2 3 0 0 0 23 37 1 0 0 0 0 24 1 1 1 0 0 0 25 2 1 1 0 0 0 26 28 1 0 0 0 0 26 29 1 0 0 0 0 26 30 1 0 0 0 0 27 31 1 0 0 0 0 27 32 1 0 0 0 0 27 33 1 0 0 0 0 36 38 1 0 0 0 0 37 39 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000044; DCL000519
DrugBank	DB01126
ChEMBL	CHEMBL1200969
IUPHAR/BPS	7457
PharmaGKB	PA164749300
KEGG Drug	D03820
PubChem CID	11679580; 6918296
ChEBI	521033
CAS Number	164656-23-9

Drug Properties

Molecular Weight	528.22
ALogP	3.0534
MLogP	3.33
XLogP	8.981
HDA	4
HBD	2
Rotatable Bonds	14
TPSA	65.18
RO5 Violation	1