NPASS drugs

Drug Information

Drug ID:	NPD6802
Drug Name:	Lonafarnib
Molecular Formula:	C27H31Br2ClN4O2
Canonical SMILES:	Clc1cc(Br)c2c(c1)CCc1c([C@@H]2C2CCN(CC2)C(=O)CC2CCN(CC2)C(=N)O)ncc(c1)Br
Standard InCHI:	InChI=1S/C27H31Br2ClN4O2/c28-20-12-19-2-1-18-13-21(30)14-22(29)24(18)25(26(19)32-15-20)17-5-9-33(10-6-17)23(35)11-16-3-7-34(8-4-16)27(31)36/h12-17,25H,1-11H2,(H2,31,36)/t25-/m1/s1
Standard InCHIKey:	DHMTURDWPRKSOA-RUZDIDTESA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6802

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	476
0.1-0.2	4903
0.2-0.3	18253
0.3-0.4	3957
0.4-0.5	1892
0.5-0.6	1299
0.6-0.7	108
0.7-0.8	1
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

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
High Similarity	1.0	NPC471617
Intermediate Similarity	0.7566	NPC116961
Remote Similarity	0.694	NPC315348
Remote Similarity	0.694	NPC32002
Remote Similarity	0.6757	NPC316811
Remote Similarity	0.6465	NPC474389
Remote Similarity	0.6396	NPC476464
Remote Similarity	0.6368	NPC280864
Remote Similarity	0.6364	NPC108011
Remote Similarity	0.6337	NPC56233
Remote Similarity	0.633	NPC13456
Remote Similarity	0.633	NPC166209
Remote Similarity	0.633	NPC269203
Remote Similarity	0.633	NPC77241
Remote Similarity	0.6329	NPC248462
Remote Similarity	0.6308	NPC473342
Remote Similarity	0.6308	NPC304187
Remote Similarity	0.6308	NPC477166
Remote Similarity	0.6308	NPC477167
Remote Similarity	0.6286	NPC228835
Remote Similarity	0.6284	NPC474318
Remote Similarity	0.6284	NPC153123
Remote Similarity	0.6284	NPC477004
Remote Similarity	0.6284	NPC475914
Remote Similarity	0.6284	NPC19696
Remote Similarity	0.6284	NPC220797
Remote Similarity	0.6284	NPC268744
Remote Similarity	0.6284	NPC201266
Remote Similarity	0.6284	NPC136957
Remote Similarity	0.6279	NPC188821
Remote Similarity	0.6279	NPC474180
Remote Similarity	0.6269	NPC194881
Remote Similarity	0.6268	NPC307191
Remote Similarity	0.6267	NPC475286
Remote Similarity	0.6267	NPC262898
Remote Similarity	0.6267	NPC174281
Remote Similarity	0.625	NPC11126
Remote Similarity	0.6226	NPC94752
Remote Similarity	0.6221	NPC48117
Remote Similarity	0.6221	NPC476526
Remote Similarity	0.6221	NPC179701
Remote Similarity	0.6221	NPC329765
Remote Similarity	0.6211	NPC471312
Remote Similarity	0.6207	NPC17751
Remote Similarity	0.62	NPC167635
Remote Similarity	0.62	NPC193740
Remote Similarity	0.6184	NPC280297
Remote Similarity	0.6181	NPC34844
Remote Similarity	0.6176	NPC478183
Remote Similarity	0.6174	NPC475736
Remote Similarity	0.6169	NPC477591
Remote Similarity	0.6158	NPC78375
Remote Similarity	0.6158	NPC476446
Remote Similarity	0.6158	NPC469813
Remote Similarity	0.6143	NPC473376
Remote Similarity	0.614	NPC231536
Remote Similarity	0.6135	NPC161861
Remote Similarity	0.6135	NPC477976
Remote Similarity	0.6127	NPC195507
Remote Similarity	0.6126	NPC65408
Remote Similarity	0.6124	NPC157583
Remote Similarity	0.6121	NPC17059
Remote Similarity	0.6117	NPC101165
Remote Similarity	0.6117	NPC256893
Remote Similarity	0.6111	NPC473763
Remote Similarity	0.6111	NPC117244
Remote Similarity	0.6082	NPC476454
Remote Similarity	0.608	NPC470233
Remote Similarity	0.6078	NPC478182
Remote Similarity	0.6078	NPC149265
Remote Similarity	0.6078	NPC478184
Remote Similarity	0.6077	NPC150048
Remote Similarity	0.6077	NPC203754
Remote Similarity	0.6075	NPC478077
Remote Similarity	0.6066	NPC201831
Remote Similarity	0.6066	NPC329825
Remote Similarity	0.6066	NPC17487
Remote Similarity	0.6064	NPC69914
Remote Similarity	0.6062	NPC476524
Remote Similarity	0.6058	NPC477611
Remote Similarity	0.6052	NPC474195
Remote Similarity	0.6048	NPC64436
Remote Similarity	0.6043	NPC40455
Remote Similarity	0.6042	NPC314102
Remote Similarity	0.6042	NPC251722
Remote Similarity	0.6041	NPC477108
Remote Similarity	0.6041	NPC477107
Remote Similarity	0.6041	NPC477109
Remote Similarity	0.6039	NPC97343
Remote Similarity	0.6032	NPC471322
Remote Similarity	0.6028	NPC308931
Remote Similarity	0.6028	NPC99939
Remote Similarity	0.6019	NPC213629
Remote Similarity	0.6019	NPC109447
Remote Similarity	0.6018	NPC34837
Remote Similarity	0.6017	NPC474196
Remote Similarity	0.6017	NPC470731
Remote Similarity	0.6011	NPC476131
Remote Similarity	0.601	NPC477974
Remote Similarity	0.601	NPC82331
Remote Similarity	0.601	NPC201634
Remote Similarity	0.601	NPC6436
Remote Similarity	0.601	NPC293487
Remote Similarity	0.601	NPC80681
Remote Similarity	0.6	NPC327095
Remote Similarity	0.6	NPC312942
Remote Similarity	0.6	NPC247987
Remote Similarity	0.6	NPC271797
Remote Similarity	0.6	NPC474958
Remote Similarity	0.6	NPC21174
Remote Similarity	0.5991	NPC16659
Remote Similarity	0.5991	NPC237414
Remote Similarity	0.599	NPC74357
Remote Similarity	0.599	NPC70949
Remote Similarity	0.5983	NPC72956
Remote Similarity	0.5982	NPC19342
Remote Similarity	0.5981	NPC477003
Remote Similarity	0.5981	NPC288074
Remote Similarity	0.5981	NPC467063
Remote Similarity	0.598	NPC473706
Remote Similarity	0.5979	NPC282398
Remote Similarity	0.5972	NPC473380
Remote Similarity	0.5972	NPC237188
Remote Similarity	0.5972	NPC240088
Remote Similarity	0.5971	NPC2165
Remote Similarity	0.5971	NPC274229
Remote Similarity	0.597	NPC232798
Remote Similarity	0.597	NPC141926
Remote Similarity	0.5966	NPC469717
Remote Similarity	0.5963	NPC243716
Remote Similarity	0.5962	NPC194411
Remote Similarity	0.596	NPC316069
Remote Similarity	0.5957	NPC6865
Remote Similarity	0.5957	NPC153980
Remote Similarity	0.5955	NPC294693
Remote Similarity	0.5951	NPC225018
Remote Similarity	0.5951	NPC470203
Remote Similarity	0.595	NPC473878
Remote Similarity	0.595	NPC40070
Remote Similarity	0.595	NPC313889
Remote Similarity	0.5946	NPC171317
Remote Similarity	0.5945	NPC255909
Remote Similarity	0.5943	NPC265710
Remote Similarity	0.5943	NPC213468
Remote Similarity	0.5941	NPC229055
Remote Similarity	0.5934	NPC63031
Remote Similarity	0.5933	NPC54214
Remote Similarity	0.5933	NPC469976
Remote Similarity	0.5931	NPC54744
Remote Similarity	0.5931	NPC56765
Remote Similarity	0.5924	NPC280852
Remote Similarity	0.5922	NPC476418
Remote Similarity	0.5922	NPC265100
Remote Similarity	0.5921	NPC476525
Remote Similarity	0.592	NPC70406
Remote Similarity	0.5915	NPC182940
Remote Similarity	0.5915	NPC24864
Remote Similarity	0.5915	NPC314919
Remote Similarity	0.5914	NPC476322
Remote Similarity	0.5913	NPC320968
Remote Similarity	0.5909	NPC314372
Remote Similarity	0.5909	NPC86288
Remote Similarity	0.5909	NPC470440
Remote Similarity	0.5907	NPC21429
Remote Similarity	0.5907	NPC165495
Remote Similarity	0.5907	NPC64216
Remote Similarity	0.5902	NPC470204
Remote Similarity	0.59	NPC102664
Remote Similarity	0.5896	NPC68354
Remote Similarity	0.5891	NPC251391
Remote Similarity	0.5891	NPC200214
Remote Similarity	0.5888	NPC472861
Remote Similarity	0.5888	NPC190296
Remote Similarity	0.5888	NPC184932
Remote Similarity	0.5887	NPC471194
Remote Similarity	0.5887	NPC471193
Remote Similarity	0.5885	NPC32534
Remote Similarity	0.5882	NPC166424
Remote Similarity	0.5882	NPC129721
Remote Similarity	0.5882	NPC146373
Remote Similarity	0.5882	NPC245244
Remote Similarity	0.588	NPC471192
Remote Similarity	0.588	NPC66642
Remote Similarity	0.588	NPC470732
Remote Similarity	0.5879	NPC143872
Remote Similarity	0.5877	NPC275305
Remote Similarity	0.5877	NPC469938
Remote Similarity	0.5877	NPC37423
Remote Similarity	0.5875	NPC297862
Remote Similarity	0.5874	NPC478185
Remote Similarity	0.5871	NPC105818
Remote Similarity	0.5871	NPC24678
Remote Similarity	0.5869	NPC276540
Remote Similarity	0.5869	NPC233050
Remote Similarity	0.5867	NPC300183
Remote Similarity	0.5865	NPC114637
Remote Similarity	0.5865	NPC49217
Remote Similarity	0.5864	NPC471386
Remote Similarity	0.5864	NPC47190
Remote Similarity	0.5864	NPC216550

Drug Structure

NPD6802 OpenBabel08211710072D 38 42 0 0 1 0 0 0 0 0999 V2000 3.1775 0.6297 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6775 -0.2364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4338 1.2920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1658 1.2920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7017 1.2920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1643 2.7920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4338 0.2920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1658 0.2920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5678 1.7920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7017 3.2920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2998 2.7920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4661 -1.3603 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5452 2.2407 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3671 3.5104 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2225 -0.9749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2998 1.7920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1643 1.7920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8121 1.5605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6886 -0.3854 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5105 -1.6551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3226 3.2156 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6340 2.8302 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4338 3.2920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8565 1.8553 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0303 1.2920 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9556 0.2948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2998 -1.2080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2880 -2.6300 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 0.6784 3.1250 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 4.0557 3.8958 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -4.1658 -1.7080 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 -1.5678 2.7920 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.2998 -0.2080 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.4338 4.2920 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4338 -1.7080 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1658 -2.7080 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4338 -2.7080 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 18 1 0 0 0 0 2 19 1 0 0 0 0 3 7 1 0 0 0 0 3 16 1 0 0 0 0 4 8 1 0 0 0 0 4 16 1 0 0 0 0 5 9 1 0 0 0 0 5 17 1 0 0 0 0 6 10 1 0 0 0 0 6 17 1 0 0 0 0 7 34 1 0 0 0 0 8 34 1 0 0 0 0 9 33 1 0 0 0 0 10 33 1 0 0 0 0 11 16 1 0 0 0 0 11 23 1 0 0 0 0 12 19 2 0 0 0 0 12 20 1 0 0 0 0 13 18 2 0 0 0 0 13 21 1 0 0 0 0 14 21 2 0 0 0 0 14 22 1 0 0 0 0 15 20 2 0 0 0 0 15 32 1 0 0 0 0 18 24 1 0 0 0 0 19 26 1 0 0 0 0 20 28 1 0 0 0 0 21 30 1 0 0 0 0 22 24 2 0 0 0 0 22 29 1 0 0 0 0 23 33 1 0 0 0 0 23 35 2 0 0 0 0 24 25 1 0 0 0 0 25 17 1 6 0 0 0 25 26 1 0 0 0 0 26 32 2 0 0 0 0 27 31 2 0 0 0 0 27 34 1 0 0 0 0 27 36 1 0 0 0 0 31 37 1 0 0 0 0 36 38 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001309; DCL000152
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	148195
ChEBI
CAS Number

Drug Properties

Molecular Weight	636.05
ALogP	0.1235
MLogP	3.44
XLogP	6.689
HDA	6
HBD	2
Rotatable Bonds	9
TPSA	80.52
RO5 Violation	1