NPASS drugs

Drug Information

Drug ID:	NPD2843
Drug Name:	Aplindore Fumarate
Molecular Formula:	C18H18N2O3.C4H4O4
Canonical SMILES:	OC1=Nc2c(C1)c1O[C@@H](CNCc3ccccc3)COc1cc2.OC(=O)/C=C/C(=O)O
Standard InCHI:	InChI=1S/C18H18N2O3.C4H4O4/c21-17-8-14-15(20-17)6-7-16-18(14)23-13(11-22-16)10-19-9-12-4-2-1-3-5-12;5-3(6)1-2-4(7)8/h1-7,13,19H,8-11H2,(H,20,21);1-2H,(H,5,6)(H,7,8)/b;2-1+/t13-;/m0./s1
Standard InCHIKey:	GELJVTSEGKGLDF-QDSMGTAFSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2843

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	273
0.1-0.2	1410
0.2-0.3	7457
0.3-0.4	5246
0.4-0.5	6651
0.5-0.6	8209
0.6-0.7	1570
0.7-0.8	74
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	0.7755	NPC473460
Intermediate Similarity	0.7488	NPC108826
Intermediate Similarity	0.7475	NPC168250
Intermediate Similarity	0.7449	NPC272706
Intermediate Similarity	0.7405	NPC310894
Intermediate Similarity	0.738	NPC168153
Intermediate Similarity	0.7363	NPC473422
Intermediate Similarity	0.7354	NPC265383
Intermediate Similarity	0.7316	NPC260118
Intermediate Similarity	0.7308	NPC235628
Intermediate Similarity	0.7304	NPC471561
Intermediate Similarity	0.7288	NPC277857
Intermediate Similarity	0.7288	NPC115144
Intermediate Similarity	0.7277	NPC215747
Intermediate Similarity	0.7277	NPC192939
Intermediate Similarity	0.7268	NPC59028
Intermediate Similarity	0.7268	NPC92191
Intermediate Similarity	0.724	NPC119579
Intermediate Similarity	0.7228	NPC159101
Intermediate Similarity	0.7202	NPC28425
Intermediate Similarity	0.7202	NPC275132
Intermediate Similarity	0.7188	NPC311936
Intermediate Similarity	0.7179	NPC477186
Intermediate Similarity	0.7171	NPC329329
Intermediate Similarity	0.7171	NPC317709
Intermediate Similarity	0.717	NPC99724
Intermediate Similarity	0.7158	NPC160931
Intermediate Similarity	0.7158	NPC37205
Intermediate Similarity	0.7151	NPC124433
Intermediate Similarity	0.7151	NPC293871
Intermediate Similarity	0.7151	NPC19555
Intermediate Similarity	0.7143	NPC10875
Intermediate Similarity	0.7143	NPC10730
Intermediate Similarity	0.7143	NPC477564
Intermediate Similarity	0.7143	NPC315257
Intermediate Similarity	0.7143	NPC2295
Intermediate Similarity	0.7136	NPC148124
Intermediate Similarity	0.7128	NPC219170
Intermediate Similarity	0.7128	NPC180253
Intermediate Similarity	0.7128	NPC69213
Intermediate Similarity	0.7113	NPC276060
Intermediate Similarity	0.7113	NPC476575
Intermediate Similarity	0.7111	NPC207824
Intermediate Similarity	0.7111	NPC60538
Intermediate Similarity	0.7101	NPC219664
Intermediate Similarity	0.7098	NPC98197
Intermediate Similarity	0.7098	NPC267408
Intermediate Similarity	0.7097	NPC70172
Intermediate Similarity	0.7092	NPC217294
Intermediate Similarity	0.7081	NPC72291
Intermediate Similarity	0.7072	NPC184161
Intermediate Similarity	0.7072	NPC219383
Intermediate Similarity	0.7071	NPC475754
Intermediate Similarity	0.7068	NPC477020
Intermediate Similarity	0.7068	NPC2314
Intermediate Similarity	0.7068	NPC66341
Intermediate Similarity	0.7068	NPC192135
Intermediate Similarity	0.7068	NPC228040
Intermediate Similarity	0.7056	NPC296742
Intermediate Similarity	0.7056	NPC112676
Intermediate Similarity	0.7044	NPC472330
Intermediate Similarity	0.7044	NPC472329
Intermediate Similarity	0.7042	NPC476069
Intermediate Similarity	0.7041	NPC469830
Intermediate Similarity	0.7037	NPC26928
Intermediate Similarity	0.7033	NPC277669
Intermediate Similarity	0.7033	NPC203168
Intermediate Similarity	0.7033	NPC76213
Intermediate Similarity	0.701	NPC135887
Intermediate Similarity	0.701	NPC199277
Intermediate Similarity	0.7005	NPC22928
Intermediate Similarity	0.7005	NPC248903
Intermediate Similarity	0.7005	NPC224293
Intermediate Similarity	0.7	NPC225381
Remote Similarity	0.6991	NPC19175
Remote Similarity	0.6991	NPC231924
Remote Similarity	0.6985	NPC294244
Remote Similarity	0.6981	NPC195636
Remote Similarity	0.6978	NPC13397
Remote Similarity	0.6978	NPC274026
Remote Similarity	0.6973	NPC291359
Remote Similarity	0.6971	NPC477160
Remote Similarity	0.6963	NPC69712
Remote Similarity	0.6963	NPC26240
Remote Similarity	0.6963	NPC477562
Remote Similarity	0.6959	NPC190461
Remote Similarity	0.6952	NPC316981
Remote Similarity	0.695	NPC78284
Remote Similarity	0.6943	NPC187678
Remote Similarity	0.6943	NPC49353
Remote Similarity	0.6943	NPC477558
Remote Similarity	0.6935	NPC82457
Remote Similarity	0.6935	NPC129603
Remote Similarity	0.6935	NPC48490
Remote Similarity	0.6935	NPC11296
Remote Similarity	0.6935	NPC28510
Remote Similarity	0.6935	NPC175890
Remote Similarity	0.6935	NPC274661
Remote Similarity	0.6931	NPC314948
Remote Similarity	0.6931	NPC478049
Remote Similarity	0.6931	NPC472191
Remote Similarity	0.6923	NPC475479
Remote Similarity	0.6923	NPC243454
Remote Similarity	0.6919	NPC320088
Remote Similarity	0.6915	NPC24954
Remote Similarity	0.6915	NPC256124
Remote Similarity	0.6911	NPC83198
Remote Similarity	0.6911	NPC204908
Remote Similarity	0.6907	NPC70092
Remote Similarity	0.6906	NPC476151
Remote Similarity	0.6905	NPC471532
Remote Similarity	0.6904	NPC276674
Remote Similarity	0.6904	NPC135772
Remote Similarity	0.6904	NPC33902
Remote Similarity	0.6904	NPC156576
Remote Similarity	0.6902	NPC82285
Remote Similarity	0.6902	NPC275027
Remote Similarity	0.6902	NPC133011
Remote Similarity	0.69	NPC60295
Remote Similarity	0.69	NPC191132
Remote Similarity	0.6898	NPC250960
Remote Similarity	0.6898	NPC71539
Remote Similarity	0.6895	NPC35627
Remote Similarity	0.6895	NPC476573
Remote Similarity	0.6895	NPC81247
Remote Similarity	0.6893	NPC162484
Remote Similarity	0.6891	NPC190783
Remote Similarity	0.6891	NPC232386
Remote Similarity	0.6891	NPC152680
Remote Similarity	0.6891	NPC285941
Remote Similarity	0.6889	NPC130926
Remote Similarity	0.6888	NPC239584
Remote Similarity	0.6884	NPC474059
Remote Similarity	0.6882	NPC203784
Remote Similarity	0.6882	NPC126519
Remote Similarity	0.6882	NPC170503
Remote Similarity	0.6881	NPC266994
Remote Similarity	0.6875	NPC231163
Remote Similarity	0.6875	NPC311991
Remote Similarity	0.6875	NPC318591
Remote Similarity	0.6872	NPC148693
Remote Similarity	0.6872	NPC118633
Remote Similarity	0.6872	NPC294790
Remote Similarity	0.6869	NPC469594
Remote Similarity	0.6868	NPC470935
Remote Similarity	0.6868	NPC471032
Remote Similarity	0.6866	NPC79293
Remote Similarity	0.6866	NPC279401
Remote Similarity	0.6866	NPC117717
Remote Similarity	0.6854	NPC288349
Remote Similarity	0.6853	NPC248642
Remote Similarity	0.6852	NPC128476
Remote Similarity	0.6847	NPC234318
Remote Similarity	0.6845	NPC66815
Remote Similarity	0.6845	NPC40389
Remote Similarity	0.6845	NPC315707
Remote Similarity	0.6845	NPC311357
Remote Similarity	0.6845	NPC474077
Remote Similarity	0.6845	NPC78359
Remote Similarity	0.6845	NPC148014
Remote Similarity	0.6845	NPC65490
Remote Similarity	0.684	NPC471080
Remote Similarity	0.684	NPC162530
Remote Similarity	0.684	NPC266931
Remote Similarity	0.684	NPC478074
Remote Similarity	0.684	NPC469592
Remote Similarity	0.6839	NPC473432
Remote Similarity	0.6839	NPC108434
Remote Similarity	0.6839	NPC475215
Remote Similarity	0.6837	NPC474507
Remote Similarity	0.6837	NPC126284
Remote Similarity	0.6837	NPC469831
Remote Similarity	0.6836	NPC299583
Remote Similarity	0.6832	NPC85381
Remote Similarity	0.6832	NPC29472
Remote Similarity	0.6831	NPC103379
Remote Similarity	0.6831	NPC477565
Remote Similarity	0.683	NPC473183
Remote Similarity	0.6829	NPC127178
Remote Similarity	0.6827	NPC472111
Remote Similarity	0.6827	NPC476106
Remote Similarity	0.6822	NPC313327
Remote Similarity	0.6821	NPC148709
Remote Similarity	0.6821	NPC476577
Remote Similarity	0.6821	NPC173416
Remote Similarity	0.682	NPC280272
Remote Similarity	0.6818	NPC74216
Remote Similarity	0.6816	NPC277351
Remote Similarity	0.6816	NPC41122
Remote Similarity	0.6816	NPC318805
Remote Similarity	0.681	NPC475133
Remote Similarity	0.6806	NPC318525
Remote Similarity	0.6806	NPC124657
Remote Similarity	0.6806	NPC10653
Remote Similarity	0.6804	NPC200888
Remote Similarity	0.6804	NPC477187
Remote Similarity	0.6802	NPC155442
Remote Similarity	0.6802	NPC312918
Remote Similarity	0.6802	NPC195538
Remote Similarity	0.6802	NPC477561

Drug Structure

NPD2843 OpenBabel08211702562D 35 37 0 0 1 0 0 0 0 0999 V2000 0.5000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6361 -4.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -3.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.4282 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6306 -5.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.0374 -4.1691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.1306 -5.9487 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 14.5947 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.7287 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.5947 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.8627 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.4608 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.7287 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.8627 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.9967 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.1306 -5.9487 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 13.7287 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.1306 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 2 0 0 0 0 4 12 2 0 0 0 0 5 12 1 0 0 0 0 6 7 2 0 0 0 0 6 15 1 0 0 0 0 7 16 1 0 0 0 0 8 14 1 0 0 0 0 8 17 1 0 0 0 0 9 12 1 0 0 0 0 9 19 1 0 0 0 0 10 19 1 0 0 0 0 11 13 1 0 0 0 0 11 22 1 0 0 0 0 13 10 1 1 0 0 0 13 23 1 0 0 0 0 14 15 2 0 0 0 0 14 18 1 0 0 0 0 15 20 1 0 0 0 0 16 18 2 0 0 0 0 16 22 1 0 0 0 0 17 20 2 0 0 0 0 17 21 1 0 0 0 0 18 23 1 0 0 0 0 19 32 1 0 0 0 0 21 33 1 0 0 0 0 24 25 2 0 0 0 0 24 26 1 0 0 0 0 25 27 1 0 0 0 0 26 28 2 0 0 0 0 26 29 1 0 0 0 0 27 30 2 0 0 0 0 27 31 1 0 0 0 0 29 34 1 0 0 0 0 31 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	310.13
ALogP	-0.791
MLogP	2.89
XLogP	3.399
HDA	3
HBD	2
Rotatable Bonds	5
TPSA	63.08
RO5 Violation	0