NPASS drugs

Drug Information

Drug ID:	NPD2266
Drug Name:	Gemcabene
Molecular Formula:	C16H30O5
Canonical SMILES:	OC(=O)C(CCCCOCCCCC(C(=O)O)(C)C)(C)C
Standard InCHI:	InChI=1S/C16H30O5/c1-15(2,13(17)18)9-5-7-11-21-12-8-6-10-16(3,4)14(19)20/h5-12H2,1-4H3,(H,17,18)(H,19,20)
Standard InCHIKey:	SDMBRCRVFFHJKR-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD2266

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	3465
0.2-0.3	12936
0.3-0.4	6091
0.4-0.5	6567
0.5-0.6	1395
0.6-0.7	164
0.7-0.8	21
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	0.7917	NPC308301
Intermediate Similarity	0.7778	NPC81263
Intermediate Similarity	0.7755	NPC249754
Intermediate Similarity	0.75	NPC80396
Intermediate Similarity	0.75	NPC154642
Intermediate Similarity	0.7447	NPC325452
Intermediate Similarity	0.7447	NPC248763
Intermediate Similarity	0.7333	NPC14608
Intermediate Similarity	0.7333	NPC252843
Intermediate Similarity	0.7292	NPC325102
Intermediate Similarity	0.72	NPC12438
Intermediate Similarity	0.72	NPC30195
Intermediate Similarity	0.7083	NPC53541
Intermediate Similarity	0.7069	NPC470363
Intermediate Similarity	0.7059	NPC21844
Intermediate Similarity	0.7049	NPC476330
Intermediate Similarity	0.7045	NPC57499
Intermediate Similarity	0.7045	NPC154396
Intermediate Similarity	0.7021	NPC3531
Intermediate Similarity	0.7021	NPC80234
Intermediate Similarity	0.7	NPC55023
Remote Similarity	0.6939	NPC203531
Remote Similarity	0.6939	NPC236579
Remote Similarity	0.6923	NPC106872
Remote Similarity	0.6923	NPC477878
Remote Similarity	0.6923	NPC324793
Remote Similarity	0.6889	NPC317203
Remote Similarity	0.6889	NPC155872
Remote Similarity	0.6885	NPC314103
Remote Similarity	0.6875	NPC149299
Remote Similarity	0.6875	NPC250028
Remote Similarity	0.6875	NPC40597
Remote Similarity	0.6875	NPC165533
Remote Similarity	0.6875	NPC256163
Remote Similarity	0.6863	NPC314679
Remote Similarity	0.6863	NPC282440
Remote Similarity	0.6852	NPC314084
Remote Similarity	0.6818	NPC175342
Remote Similarity	0.6818	NPC322892
Remote Similarity	0.6818	NPC18224
Remote Similarity	0.6818	NPC328710
Remote Similarity	0.6818	NPC286695
Remote Similarity	0.6809	NPC316546
Remote Similarity	0.6809	NPC73245
Remote Similarity	0.6792	NPC26253
Remote Similarity	0.6792	NPC476469
Remote Similarity	0.6786	NPC23155
Remote Similarity	0.6786	NPC320588
Remote Similarity	0.6786	NPC469937
Remote Similarity	0.6786	NPC53463
Remote Similarity	0.6739	NPC80641
Remote Similarity	0.6735	NPC216630
Remote Similarity	0.6735	NPC196924
Remote Similarity	0.6735	NPC171736
Remote Similarity	0.6735	NPC163746
Remote Similarity	0.6735	NPC209970
Remote Similarity	0.6735	NPC307783
Remote Similarity	0.6735	NPC103286
Remote Similarity	0.6735	NPC149184
Remote Similarity	0.6731	NPC324004
Remote Similarity	0.6731	NPC328497
Remote Similarity	0.6721	NPC235788
Remote Similarity	0.6667	NPC301696
Remote Similarity	0.6667	NPC305182
Remote Similarity	0.6667	NPC214610
Remote Similarity	0.6667	NPC154186
Remote Similarity	0.6667	NPC294085
Remote Similarity	0.6667	NPC223249
Remote Similarity	0.6667	NPC183424
Remote Similarity	0.6667	NPC469940
Remote Similarity	0.6667	NPC14227
Remote Similarity	0.6667	NPC261080
Remote Similarity	0.6667	NPC219536
Remote Similarity	0.6667	NPC47363
Remote Similarity	0.6667	NPC279026
Remote Similarity	0.6667	NPC31551
Remote Similarity	0.6667	NPC287231
Remote Similarity	0.6667	NPC201844
Remote Similarity	0.6667	NPC301585
Remote Similarity	0.6667	NPC113928
Remote Similarity	0.6667	NPC118968
Remote Similarity	0.6607	NPC72722
Remote Similarity	0.66	NPC67462
Remote Similarity	0.66	NPC301528
Remote Similarity	0.66	NPC71317
Remote Similarity	0.66	NPC129972
Remote Similarity	0.6596	NPC158179
Remote Similarity	0.6591	NPC40965
Remote Similarity	0.6591	NPC12904
Remote Similarity	0.6562	NPC286842
Remote Similarity	0.6557	NPC469923
Remote Similarity	0.6531	NPC28598
Remote Similarity	0.6531	NPC161097
Remote Similarity	0.6531	NPC12156
Remote Similarity	0.6522	NPC289344
Remote Similarity	0.65	NPC469924
Remote Similarity	0.6481	NPC304162
Remote Similarity	0.6471	NPC317128
Remote Similarity	0.6471	NPC19305
Remote Similarity	0.6471	NPC74845
Remote Similarity	0.6471	NPC255837
Remote Similarity	0.6458	NPC201622
Remote Similarity	0.6458	NPC325454
Remote Similarity	0.6458	NPC268826
Remote Similarity	0.6458	NPC22903
Remote Similarity	0.6458	NPC54980
Remote Similarity	0.6458	NPC305660
Remote Similarity	0.6452	NPC474552
Remote Similarity	0.6444	NPC35371
Remote Similarity	0.6444	NPC178643
Remote Similarity	0.6444	NPC41007
Remote Similarity	0.6444	NPC168714
Remote Similarity	0.6418	NPC478227
Remote Similarity	0.6406	NPC473899
Remote Similarity	0.6383	NPC155263
Remote Similarity	0.6383	NPC134782
Remote Similarity	0.6383	NPC61665
Remote Similarity	0.6377	NPC179858
Remote Similarity	0.6377	NPC477934
Remote Similarity	0.6364	NPC90904
Remote Similarity	0.6364	NPC55678
Remote Similarity	0.6346	NPC8219
Remote Similarity	0.6327	NPC94368
Remote Similarity	0.6308	NPC469925
Remote Similarity	0.6308	NPC41542
Remote Similarity	0.6304	NPC286498
Remote Similarity	0.6296	NPC200618
Remote Similarity	0.6296	NPC131770
Remote Similarity	0.629	NPC306750
Remote Similarity	0.6286	NPC477932
Remote Similarity	0.6286	NPC477933
Remote Similarity	0.6271	NPC473936
Remote Similarity	0.6269	NPC477929
Remote Similarity	0.625	NPC109026
Remote Similarity	0.625	NPC206924
Remote Similarity	0.625	NPC128996
Remote Similarity	0.625	NPC287811
Remote Similarity	0.625	NPC469791
Remote Similarity	0.625	NPC215987
Remote Similarity	0.625	NPC306805
Remote Similarity	0.625	NPC100096
Remote Similarity	0.623	NPC475821
Remote Similarity	0.6226	NPC105329
Remote Similarity	0.6226	NPC145045
Remote Similarity	0.6226	NPC63182
Remote Similarity	0.6226	NPC133771
Remote Similarity	0.6226	NPC172042
Remote Similarity	0.6226	NPC52700
Remote Similarity	0.6212	NPC82315
Remote Similarity	0.6197	NPC477918
Remote Similarity	0.617	NPC86545
Remote Similarity	0.617	NPC196442
Remote Similarity	0.617	NPC223374
Remote Similarity	0.617	NPC301398
Remote Similarity	0.6154	NPC477931
Remote Similarity	0.6154	NPC319680
Remote Similarity	0.6154	NPC268736
Remote Similarity	0.6143	NPC179922
Remote Similarity	0.6136	NPC174368
Remote Similarity	0.6129	NPC469921
Remote Similarity	0.6129	NPC472021
Remote Similarity	0.6122	NPC38930
Remote Similarity	0.6119	NPC252032
Remote Similarity	0.6119	NPC469941
Remote Similarity	0.6119	NPC319671
Remote Similarity	0.6119	NPC64466
Remote Similarity	0.6119	NPC476734
Remote Similarity	0.6111	NPC243594
Remote Similarity	0.6111	NPC326957
Remote Similarity	0.6111	NPC31031
Remote Similarity	0.6061	NPC476928
Remote Similarity	0.6056	NPC476601
Remote Similarity	0.6038	NPC469781
Remote Similarity	0.6038	NPC273545
Remote Similarity	0.6029	NPC470268
Remote Similarity	0.6029	NPC477850
Remote Similarity	0.6029	NPC91369
Remote Similarity	0.6027	NPC327674
Remote Similarity	0.6	NPC19311
Remote Similarity	0.6	NPC477930
Remote Similarity	0.6	NPC157518
Remote Similarity	0.6	NPC477867
Remote Similarity	0.6	NPC13105
Remote Similarity	0.6	NPC230047
Remote Similarity	0.6	NPC21374
Remote Similarity	0.5972	NPC307865
Remote Similarity	0.5972	NPC474404
Remote Similarity	0.5972	NPC469867
Remote Similarity	0.5972	NPC169389
Remote Similarity	0.597	NPC290445
Remote Similarity	0.597	NPC36616
Remote Similarity	0.597	NPC319007
Remote Similarity	0.597	NPC470956
Remote Similarity	0.5968	NPC472019
Remote Similarity	0.5968	NPC125506
Remote Similarity	0.5968	NPC472020
Remote Similarity	0.5968	NPC17935
Remote Similarity	0.5968	NPC226602
Remote Similarity	0.5965	NPC48162
Remote Similarity	0.5965	NPC470411

Drug Structure

NPD2266 OpenBabel08211701392D 23 22 0 0 0 0 0 0 0 0999 V2000 -6.0622 -9.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0622 -8.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2321 -0.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2321 -0.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -6.0000 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 -6.0622 -7.5000 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 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0622 -8.5000 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 -6.0622 -8.5000 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 -4.5622 -7.6340 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.5622 -9.3660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -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 -4.3301 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5622 -9.3660 0.0000 H 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 1 15 1 0 0 0 0 2 15 1 0 0 0 0 3 16 1 0 0 0 0 4 16 1 0 0 0 0 5 7 1 0 0 0 0 5 9 1 0 0 0 0 6 8 1 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 8 12 1 0 0 0 0 9 15 1 0 0 0 0 10 16 1 0 0 0 0 11 21 1 0 0 0 0 12 21 1 0 0 0 0 13 15 1 0 0 0 0 13 17 2 0 0 0 0 13 18 1 0 0 0 0 14 16 1 0 0 0 0 14 19 2 0 0 0 0 14 20 1 0 0 0 0 18 22 1 0 0 0 0 20 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB05123
ChEMBL	CHEMBL2110686
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number	183293-82-5

Drug Properties

Molecular Weight	302.21
ALogP	0.1907
MLogP	2.67
XLogP	2.236
HDA	5
HBD	2
Rotatable Bonds	18
TPSA	83.83
RO5 Violation	1