NPASS drugs

Drug Information

Drug ID:	NPD6886
Drug Name:	Darunavir
Molecular Formula:	C27H37N3O7S
Canonical SMILES:	CC(CN(S(=O)(=O)c1ccc(cc1)N)C[C@H]([C@@H](N=C(O[C@H]1CO[C@@H]2[C@H]1CCO2)O)Cc1ccccc1)O)C
Standard InCHI:	InChI=1S/C27H37N3O7S/c1-18(2)15-30(38(33,34)21-10-8-20(28)9-11-21)16-24(31)23(14-19-6-4-3-5-7-19)29-27(32)37-25-17-36-26-22(25)12-13-35-26/h3-11,18,22-26,31H,12-17,28H2,1-2H3,(H,29,32)/t22-,23-,24+,25-,26+/m0/s1
Standard InCHIKey:	CJBJHOAVZSMMDJ-HEXNFIEUSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6886

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	117
0.1-0.2	859
0.2-0.3	3347
0.3-0.4	14317
0.4-0.5	10253
0.5-0.6	1957
0.6-0.7	40
0.7-0.8	0
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
Remote Similarity	0.6667	NPC101372
Remote Similarity	0.6667	NPC477556
Remote Similarity	0.6509	NPC472103
Remote Similarity	0.6337	NPC472100
Remote Similarity	0.625	NPC477557
Remote Similarity	0.625	NPC316405
Remote Similarity	0.623	NPC291759
Remote Similarity	0.6221	NPC311330
Remote Similarity	0.6188	NPC85651
Remote Similarity	0.6188	NPC35510
Remote Similarity	0.6188	NPC253667
Remote Similarity	0.6178	NPC133591
Remote Similarity	0.617	NPC475094
Remote Similarity	0.6166	NPC46413
Remote Similarity	0.6154	NPC101139
Remote Similarity	0.6149	NPC264589
Remote Similarity	0.6133	NPC320064
Remote Similarity	0.6119	NPC311357
Remote Similarity	0.6101	NPC14950
Remote Similarity	0.6096	NPC477462
Remote Similarity	0.6082	NPC243162
Remote Similarity	0.6067	NPC194390
Remote Similarity	0.6067	NPC113326
Remote Similarity	0.6067	NPC88267
Remote Similarity	0.6067	NPC476742
Remote Similarity	0.6067	NPC224610
Remote Similarity	0.6062	NPC477061
Remote Similarity	0.6062	NPC45777
Remote Similarity	0.6062	NPC207033
Remote Similarity	0.6062	NPC38823
Remote Similarity	0.6056	NPC477156
Remote Similarity	0.6056	NPC477157
Remote Similarity	0.6054	NPC470971
Remote Similarity	0.6054	NPC469462
Remote Similarity	0.6044	NPC309531
Remote Similarity	0.6044	NPC472102
Remote Similarity	0.6034	NPC476741
Remote Similarity	0.6033	NPC472106
Remote Similarity	0.6	NPC470824
Remote Similarity	0.6	NPC474905
Remote Similarity	0.599	NPC477159
Remote Similarity	0.5989	NPC321617
Remote Similarity	0.5989	NPC476743
Remote Similarity	0.5989	NPC7817
Remote Similarity	0.5989	NPC475168
Remote Similarity	0.5988	NPC252878
Remote Similarity	0.5978	NPC470902
Remote Similarity	0.5976	NPC474847
Remote Similarity	0.5976	NPC313352
Remote Similarity	0.5969	NPC469470
Remote Similarity	0.5969	NPC469501
Remote Similarity	0.5965	NPC287358
Remote Similarity	0.5955	NPC476744
Remote Similarity	0.5952	NPC32858
Remote Similarity	0.5952	NPC194857
Remote Similarity	0.5951	NPC46427
Remote Similarity	0.5951	NPC283130
Remote Similarity	0.5951	NPC35996
Remote Similarity	0.5951	NPC328683
Remote Similarity	0.5932	NPC212799
Remote Similarity	0.5931	NPC476115
Remote Similarity	0.5928	NPC69496
Remote Similarity	0.5924	NPC472101
Remote Similarity	0.5924	NPC472120
Remote Similarity	0.5922	NPC475763
Remote Similarity	0.5922	NPC122590
Remote Similarity	0.5922	NPC286551
Remote Similarity	0.5916	NPC99043
Remote Similarity	0.5916	NPC218594
Remote Similarity	0.5916	NPC6974
Remote Similarity	0.5912	NPC203424
Remote Similarity	0.5912	NPC206372
Remote Similarity	0.5907	NPC139291
Remote Similarity	0.5907	NPC472109
Remote Similarity	0.5907	NPC472108
Remote Similarity	0.5907	NPC472110
Remote Similarity	0.5902	NPC471527
Remote Similarity	0.5886	NPC314287
Remote Similarity	0.5886	NPC315266
Remote Similarity	0.588	NPC475271
Remote Similarity	0.5879	NPC63370
Remote Similarity	0.5879	NPC36836
Remote Similarity	0.5877	NPC313640
Remote Similarity	0.5871	NPC90967
Remote Similarity	0.5869	NPC82070
Remote Similarity	0.5864	NPC476990
Remote Similarity	0.5862	NPC161069
Remote Similarity	0.5862	NPC316202
Remote Similarity	0.5862	NPC57976
Remote Similarity	0.5855	NPC47286
Remote Similarity	0.5854	NPC475448
Remote Similarity	0.5854	NPC246983
Remote Similarity	0.5852	NPC262077
Remote Similarity	0.5849	NPC476114
Remote Similarity	0.5849	NPC218710
Remote Similarity	0.5846	NPC52262
Remote Similarity	0.5843	NPC254798
Remote Similarity	0.5841	NPC52254
Remote Similarity	0.5839	NPC237420
Remote Similarity	0.5839	NPC314992
Remote Similarity	0.5838	NPC471053
Remote Similarity	0.5838	NPC472121
Remote Similarity	0.5838	NPC471051
Remote Similarity	0.5838	NPC471052
Remote Similarity	0.5829	NPC476978
Remote Similarity	0.5828	NPC202521
Remote Similarity	0.5824	NPC245836
Remote Similarity	0.5824	NPC233910
Remote Similarity	0.5814	NPC127741
Remote Similarity	0.5813	NPC2265
Remote Similarity	0.5813	NPC147957
Remote Similarity	0.5813	NPC50997
Remote Similarity	0.5813	NPC160127
Remote Similarity	0.5812	NPC24594
Remote Similarity	0.5812	NPC472122
Remote Similarity	0.5806	NPC474217
Remote Similarity	0.5806	NPC139506
Remote Similarity	0.5806	NPC292143
Remote Similarity	0.5806	NPC189116
Remote Similarity	0.5805	NPC475223
Remote Similarity	0.5805	NPC36434
Remote Similarity	0.5803	NPC11149
Remote Similarity	0.5799	NPC314473
Remote Similarity	0.5795	NPC97584
Remote Similarity	0.5789	NPC181138
Remote Similarity	0.5789	NPC21752
Remote Similarity	0.5789	NPC225381
Remote Similarity	0.5789	NPC293255
Remote Similarity	0.5789	NPC210415
Remote Similarity	0.5789	NPC276993
Remote Similarity	0.5789	NPC298851
Remote Similarity	0.5789	NPC477548
Remote Similarity	0.5786	NPC470550
Remote Similarity	0.5786	NPC205652
Remote Similarity	0.5784	NPC68650
Remote Similarity	0.5784	NPC474058
Remote Similarity	0.5784	NPC477158
Remote Similarity	0.5783	NPC47667
Remote Similarity	0.5783	NPC325013
Remote Similarity	0.5776	NPC254088
Remote Similarity	0.5776	NPC169328
Remote Similarity	0.5775	NPC52059
Remote Similarity	0.5775	NPC470069
Remote Similarity	0.5771	NPC20593
Remote Similarity	0.5771	NPC298821
Remote Similarity	0.5771	NPC314113
Remote Similarity	0.5765	NPC62510
Remote Similarity	0.5763	NPC63628
Remote Similarity	0.5763	NPC282578
Remote Similarity	0.5763	NPC178466
Remote Similarity	0.5761	NPC211525
Remote Similarity	0.5761	NPC469898
Remote Similarity	0.5761	NPC153694
Remote Similarity	0.5759	NPC189812
Remote Similarity	0.5759	NPC329688
Remote Similarity	0.5759	NPC475097
Remote Similarity	0.5758	NPC284706
Remote Similarity	0.5758	NPC6975
Remote Similarity	0.5756	NPC472330
Remote Similarity	0.5756	NPC472329
Remote Similarity	0.5754	NPC2501
Remote Similarity	0.5753	NPC472117
Remote Similarity	0.5753	NPC71079
Remote Similarity	0.5748	NPC79386
Remote Similarity	0.5746	NPC314223
Remote Similarity	0.5741	NPC310467
Remote Similarity	0.574	NPC226662
Remote Similarity	0.5739	NPC123761
Remote Similarity	0.5737	NPC83241
Remote Similarity	0.5733	NPC262826
Remote Similarity	0.5732	NPC71684
Remote Similarity	0.5731	NPC287401
Remote Similarity	0.573	NPC97380
Remote Similarity	0.573	NPC161155
Remote Similarity	0.573	NPC310403
Remote Similarity	0.573	NPC116519
Remote Similarity	0.573	NPC136951
Remote Similarity	0.573	NPC63210
Remote Similarity	0.573	NPC263709
Remote Similarity	0.573	NPC476194
Remote Similarity	0.573	NPC138775
Remote Similarity	0.573	NPC148468
Remote Similarity	0.573	NPC97004
Remote Similarity	0.573	NPC243673
Remote Similarity	0.5729	NPC129624
Remote Similarity	0.5724	NPC315403
Remote Similarity	0.5723	NPC1986
Remote Similarity	0.5723	NPC478140
Remote Similarity	0.5723	NPC474544
Remote Similarity	0.5723	NPC68865
Remote Similarity	0.5722	NPC472105
Remote Similarity	0.5722	NPC311276
Remote Similarity	0.5722	NPC187827
Remote Similarity	0.5722	NPC313757
Remote Similarity	0.5721	NPC174788
Remote Similarity	0.5714	NPC478079
Remote Similarity	0.5714	NPC245741
Remote Similarity	0.5714	NPC476950
Remote Similarity	0.5714	NPC470544
Remote Similarity	0.5714	NPC473000

Drug Structure

NPD6886 OpenBabel08211710072D 42 45 0 0 1 0 0 0 0 0999 V2000 0.0000 3.0000 0.0000 C 0 0 0 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 3.4641 -2.0000 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 2.5981 -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 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7437 3.2272 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7218 3.4351 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 -0.8660 1.5000 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 4.4347 5.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 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 -3.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 4.0933 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.3301 4.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.9128 4.8364 0.0000 C 0 0 2 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 -4.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 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 6.8263 4.4297 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.4128 5.7024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 18 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 19 2 0 0 0 0 7 19 1 0 0 0 0 8 10 1 0 0 0 0 8 20 2 0 0 0 0 9 11 2 0 0 0 0 9 20 1 0 0 0 0 10 21 2 0 0 0 0 11 21 1 0 0 0 0 12 13 1 0 0 0 0 13 35 1 0 0 0 0 14 19 1 0 0 0 0 15 18 1 0 0 0 0 15 30 1 0 0 0 0 16 30 1 0 0 0 0 17 25 1 0 0 0 0 17 36 1 0 0 0 0 20 28 1 0 0 0 0 21 38 1 0 0 0 0 22 12 1 1 0 0 0 22 25 1 0 0 0 0 22 26 1 0 0 0 0 23 14 1 1 0 0 0 23 24 1 0 0 0 0 23 29 1 0 0 0 0 24 16 1 6 0 0 0 24 31 1 0 0 0 0 25 37 1 1 0 0 0 26 35 1 1 0 0 0 26 36 1 0 0 0 0 27 29 2 3 0 0 0 27 32 1 0 0 0 0 27 37 1 0 0 0 0 28 39 1 0 0 0 0 28 40 1 0 0 0 0 30 38 1 0 0 0 0 31 41 1 0 0 0 0 32 42 1 0 0 0 0 33 38 2 0 0 0 0 34 38 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001086; DNCL003636
DrugBank	DB01264
ChEMBL	CHEMBL1323
IUPHAR/BPS
PharmaGKB	PA163522472
KEGG Drug	D03656
PubChem CID	213039
ChEBI	367163
CAS Number	206361-99-1

Drug Properties

Molecular Weight	547.24
ALogP	-2.0292
MLogP	3.22
XLogP	4.766
HDA	10
HBD	3
Rotatable Bonds	17
TPSA	152.29
RO5 Violation	1