NPASS drugs

Drug Information

Drug ID:	NPD8070
Drug Name:	Lopinavir
Molecular Formula:	C37H48N4O5
Canonical SMILES:	O[C@H]([C@@H](N=C(COc1c(C)cccc1C)O)Cc1ccccc1)C[C@@H](N=C([C@@H](N1CCCN=C1O)C(C)C)O)Cc1ccccc1
Standard InCHI:	InChI=1S/C37H48N4O5/c1-25(2)34(41-20-12-19-38-37(41)45)36(44)39-30(21-28-15-7-5-8-16-28)23-32(42)31(22-29-17-9-6-10-18-29)40-33(43)24-46-35-26(3)13-11-14-27(35)4/h5-11,13-18,25,30-32,34,42H,12,19-24H2,1-4H3,(H,38,45)(H,39,44)(H,40,43)/t30-,31-,32-,34-/m0/s1
Standard InCHIKey:	KJHKTHWMRKYKJE-SUGCFTRWSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8070

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	161
0.1-0.2	959
0.2-0.3	3043
0.3-0.4	9440
0.4-0.5	4677
0.5-0.6	10530
0.6-0.7	2032
0.7-0.8	46
0.8-0.85	2
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	0.8101	NPC245974
Intermediate Similarity	0.8089	NPC247298
Intermediate Similarity	0.7834	NPC212850
Intermediate Similarity	0.7834	NPC189724
Intermediate Similarity	0.7834	NPC83289
Intermediate Similarity	0.7545	NPC56635
Intermediate Similarity	0.7457	NPC90984
Intermediate Similarity	0.7389	NPC97870
Intermediate Similarity	0.7389	NPC247018
Intermediate Similarity	0.7389	NPC274732
Intermediate Similarity	0.7389	NPC307123
Intermediate Similarity	0.7284	NPC168861
Intermediate Similarity	0.7283	NPC254700
Intermediate Similarity	0.7267	NPC318591
Intermediate Similarity	0.7267	NPC231163
Intermediate Similarity	0.7267	NPC22014
Intermediate Similarity	0.7253	NPC276120
Intermediate Similarity	0.7232	NPC164608
Intermediate Similarity	0.7229	NPC132771
Intermediate Similarity	0.7226	NPC141739
Intermediate Similarity	0.7226	NPC136112
Intermediate Similarity	0.72	NPC470936
Intermediate Similarity	0.7189	NPC473407
Intermediate Similarity	0.7189	NPC473378
Intermediate Similarity	0.717	NPC471953
Intermediate Similarity	0.7167	NPC32064
Intermediate Similarity	0.7143	NPC471032
Intermediate Similarity	0.7143	NPC470935
Intermediate Similarity	0.7135	NPC207675
Intermediate Similarity	0.7135	NPC212699
Intermediate Similarity	0.7102	NPC186617
Intermediate Similarity	0.709	NPC234318
Intermediate Similarity	0.7086	NPC50380
Intermediate Similarity	0.7086	NPC179250
Intermediate Similarity	0.7073	NPC477837
Intermediate Similarity	0.7073	NPC477838
Intermediate Similarity	0.7066	NPC313414
Intermediate Similarity	0.7062	NPC473693
Intermediate Similarity	0.7062	NPC471568
Intermediate Similarity	0.7062	NPC196091
Intermediate Similarity	0.7059	NPC318805
Intermediate Similarity	0.7059	NPC41122
Intermediate Similarity	0.7039	NPC476751
Intermediate Similarity	0.7037	NPC149962
Intermediate Similarity	0.7016	NPC123859
Intermediate Similarity	0.7011	NPC138083
Intermediate Similarity	0.7006	NPC320242
Intermediate Similarity	0.7	NPC144314
Remote Similarity	0.6994	NPC287757
Remote Similarity	0.6994	NPC319320
Remote Similarity	0.6989	NPC469479
Remote Similarity	0.6988	NPC100478
Remote Similarity	0.6988	NPC222039
Remote Similarity	0.6984	NPC85381
Remote Similarity	0.6983	NPC474881
Remote Similarity	0.6982	NPC115144
Remote Similarity	0.6982	NPC277857
Remote Similarity	0.6977	NPC275027
Remote Similarity	0.6964	NPC5462
Remote Similarity	0.6963	NPC50548
Remote Similarity	0.6957	NPC195538
Remote Similarity	0.6951	NPC41473
Remote Similarity	0.6951	NPC204848
Remote Similarity	0.6951	NPC312770
Remote Similarity	0.6951	NPC160607
Remote Similarity	0.6951	NPC193528
Remote Similarity	0.6951	NPC14600
Remote Similarity	0.6949	NPC233650
Remote Similarity	0.6948	NPC263835
Remote Similarity	0.6948	NPC321133
Remote Similarity	0.6943	NPC95733
Remote Similarity	0.6943	NPC62101
Remote Similarity	0.6936	NPC233926
Remote Similarity	0.6935	NPC249996
Remote Similarity	0.6933	NPC184269
Remote Similarity	0.6928	NPC204546
Remote Similarity	0.6927	NPC210140
Remote Similarity	0.6923	NPC471315
Remote Similarity	0.6923	NPC471314
Remote Similarity	0.6919	NPC476202
Remote Similarity	0.6919	NPC14390
Remote Similarity	0.6919	NPC315542
Remote Similarity	0.6914	NPC206736
Remote Similarity	0.6914	NPC195766
Remote Similarity	0.691	NPC134858
Remote Similarity	0.691	NPC169743
Remote Similarity	0.6907	NPC311357
Remote Similarity	0.6901	NPC258222
Remote Similarity	0.6901	NPC139699
Remote Similarity	0.6901	NPC114659
Remote Similarity	0.6899	NPC29477
Remote Similarity	0.6897	NPC87363
Remote Similarity	0.6894	NPC114102
Remote Similarity	0.6891	NPC242728
Remote Similarity	0.6889	NPC66573
Remote Similarity	0.6889	NPC248670
Remote Similarity	0.6872	NPC250846
Remote Similarity	0.6872	NPC240841
Remote Similarity	0.6872	NPC256012
Remote Similarity	0.6872	NPC317272
Remote Similarity	0.6872	NPC42549
Remote Similarity	0.6872	NPC268503
Remote Similarity	0.6862	NPC174122
Remote Similarity	0.6862	NPC64140
Remote Similarity	0.6862	NPC283207
Remote Similarity	0.6862	NPC29531
Remote Similarity	0.686	NPC47672
Remote Similarity	0.686	NPC276665
Remote Similarity	0.686	NPC265473
Remote Similarity	0.6854	NPC473502
Remote Similarity	0.6852	NPC118419
Remote Similarity	0.6851	NPC473354
Remote Similarity	0.6845	NPC94862
Remote Similarity	0.6845	NPC178466
Remote Similarity	0.6845	NPC63628
Remote Similarity	0.6833	NPC150879
Remote Similarity	0.6829	NPC11147
Remote Similarity	0.6825	NPC206900
Remote Similarity	0.6816	NPC469505
Remote Similarity	0.6811	NPC471526
Remote Similarity	0.6809	NPC234069
Remote Similarity	0.6807	NPC299583
Remote Similarity	0.6806	NPC471563
Remote Similarity	0.678	NPC216816
Remote Similarity	0.6778	NPC68328
Remote Similarity	0.6774	NPC43275
Remote Similarity	0.6772	NPC307020
Remote Similarity	0.6772	NPC275680
Remote Similarity	0.6772	NPC211218
Remote Similarity	0.6772	NPC255253
Remote Similarity	0.6772	NPC22115
Remote Similarity	0.677	NPC283079
Remote Similarity	0.6761	NPC247639
Remote Similarity	0.6761	NPC25084
Remote Similarity	0.6755	NPC475658
Remote Similarity	0.6755	NPC95426
Remote Similarity	0.6755	NPC473892
Remote Similarity	0.6755	NPC16357
Remote Similarity	0.6755	NPC302245
Remote Similarity	0.6753	NPC38458
Remote Similarity	0.6753	NPC311737
Remote Similarity	0.6748	NPC214869
Remote Similarity	0.6748	NPC470392
Remote Similarity	0.6747	NPC214988
Remote Similarity	0.6743	NPC305700
Remote Similarity	0.6743	NPC197741
Remote Similarity	0.6743	NPC18249
Remote Similarity	0.6743	NPC140915
Remote Similarity	0.6743	NPC187028
Remote Similarity	0.6743	NPC10221
Remote Similarity	0.6742	NPC472923
Remote Similarity	0.6739	NPC119652
Remote Similarity	0.6739	NPC97526
Remote Similarity	0.6739	NPC45037
Remote Similarity	0.6738	NPC328155
Remote Similarity	0.6738	NPC279228
Remote Similarity	0.6738	NPC49075
Remote Similarity	0.6738	NPC271013
Remote Similarity	0.6738	NPC181796
Remote Similarity	0.6738	NPC185639
Remote Similarity	0.6738	NPC42663
Remote Similarity	0.6738	NPC54654
Remote Similarity	0.6738	NPC285931
Remote Similarity	0.6738	NPC182052
Remote Similarity	0.6738	NPC90998
Remote Similarity	0.6738	NPC311973
Remote Similarity	0.6738	NPC104196
Remote Similarity	0.6738	NPC258657
Remote Similarity	0.6738	NPC7715
Remote Similarity	0.6738	NPC222661
Remote Similarity	0.6738	NPC229373
Remote Similarity	0.6738	NPC239824
Remote Similarity	0.6738	NPC290582
Remote Similarity	0.6738	NPC217748
Remote Similarity	0.6738	NPC8836
Remote Similarity	0.6738	NPC251735
Remote Similarity	0.6738	NPC15414
Remote Similarity	0.6738	NPC290005
Remote Similarity	0.6738	NPC223690
Remote Similarity	0.6731	NPC17388
Remote Similarity	0.6731	NPC289330
Remote Similarity	0.6731	NPC471308
Remote Similarity	0.6731	NPC160120
Remote Similarity	0.6731	NPC53596
Remote Similarity	0.6728	NPC35961
Remote Similarity	0.6728	NPC195749
Remote Similarity	0.6728	NPC52029
Remote Similarity	0.6727	NPC6570
Remote Similarity	0.6724	NPC127402
Remote Similarity	0.6721	NPC231371
Remote Similarity	0.672	NPC139783
Remote Similarity	0.672	NPC470951
Remote Similarity	0.672	NPC65312
Remote Similarity	0.6711	NPC474544
Remote Similarity	0.6711	NPC1986
Remote Similarity	0.6708	NPC251571
Remote Similarity	0.6705	NPC276588
Remote Similarity	0.6705	NPC54379
Remote Similarity	0.6705	NPC107602
Remote Similarity	0.6705	NPC5238

Drug Structure

NPD8070 OpenBabel08211712042D 50 53 0 0 1 0 0 0 0 0999 V2000 -1.7321 2.0000 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 -7.7942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -4.5000 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 -3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 -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 -9.5263 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 -0.0000 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 -3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -3.0000 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 1.7321 -1.0000 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 -4.3301 0.5000 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 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -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 -8.6603 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 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 -6.0622 -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 1 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 1 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 -0.8660 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.6603 -0.0000 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 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 -2.5981 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 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 -4.3301 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 25 1 0 0 0 0 3 26 1 0 0 0 0 4 27 1 0 0 0 0 5 7 2 0 0 0 0 5 8 1 0 0 0 0 6 9 2 0 0 0 0 6 10 1 0 0 0 0 7 15 1 0 0 0 0 8 16 2 0 0 0 0 9 17 1 0 0 0 0 10 18 2 0 0 0 0 11 13 2 0 0 0 0 11 14 1 0 0 0 0 12 19 1 0 0 0 0 12 20 1 0 0 0 0 13 26 1 0 0 0 0 14 27 2 0 0 0 0 15 28 2 0 0 0 0 16 28 1 0 0 0 0 17 29 2 0 0 0 0 18 29 1 0 0 0 0 19 38 1 0 0 0 0 20 41 1 0 0 0 0 21 28 1 0 0 0 0 22 29 1 0 0 0 0 23 30 1 0 0 0 0 24 33 1 0 0 0 0 24 46 1 0 0 0 0 26 35 2 0 0 0 0 27 35 1 0 0 0 0 30 21 1 6 0 0 0 30 39 1 0 0 0 0 31 22 1 6 0 0 0 31 32 1 0 0 0 0 31 40 1 0 0 0 0 32 23 1 6 0 0 0 32 42 1 0 0 0 0 33 40 2 3 0 0 0 33 43 1 0 0 0 0 34 25 1 6 0 0 0 34 36 1 0 0 0 0 34 41 1 0 0 0 0 35 46 1 0 0 0 0 36 39 2 3 0 0 0 36 44 1 0 0 0 0 37 38 2 0 0 0 0 37 41 1 0 0 0 0 37 45 1 0 0 0 0 42 47 1 0 0 0 0 43 48 1 0 0 0 0 44 49 1 0 0 0 0 45 50 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000708
DrugBank	DB01601
ChEMBL	CHEMBL729
IUPHAR/BPS
PharmaGKB	PA450264
KEGG Drug	D01425
PubChem CID	92727
ChEBI	31781
CAS Number	192725-17-0

Drug Properties

Molecular Weight	628.36
ALogP	-0.3817
MLogP	4.54
XLogP	11.067
HDA	8
HBD	4
Rotatable Bonds	23
TPSA	130.47
RO5 Violation	2