NPASS drugs

Drug Information

Drug ID:	NPD3398
Drug Name:	ADX-10061
Molecular Formula:	C19H20N2O4
Canonical SMILES:	CN1CCc2c([C@H](C1)c1cccc3c1OCC3)cc(c(c2)N(=O)=O)O
Standard InCHI:	InChI=1S/C19H20N2O4/c1-20-7-5-13-9-17(21(23)24)18(22)10-15(13)16(11-20)14-4-2-3-12-6-8-25-19(12)14/h2-4,9-10,16,22H,5-8,11H2,1H3/t16-/m1/s1
Standard InCHIKey:	XZPSYCOYKJRHKE-MRXNPFEDSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3398

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	272
0.1-0.2	1388
0.2-0.3	5924
0.3-0.4	6951
0.4-0.5	6250
0.5-0.6	8997
0.6-0.7	1083
0.7-0.8	25
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	0.7423	NPC78284
Intermediate Similarity	0.7382	NPC276674
Intermediate Similarity	0.7382	NPC33902
Intermediate Similarity	0.733	NPC313886
Intermediate Similarity	0.7306	NPC320088
Intermediate Similarity	0.7268	NPC474904
Intermediate Similarity	0.7196	NPC285941
Intermediate Similarity	0.7174	NPC18402
Intermediate Similarity	0.7158	NPC315707
Intermediate Similarity	0.7158	NPC78359
Intermediate Similarity	0.7158	NPC129603
Intermediate Similarity	0.7158	NPC148014
Intermediate Similarity	0.7158	NPC65490
Intermediate Similarity	0.7158	NPC40389
Intermediate Similarity	0.7135	NPC204179
Intermediate Similarity	0.7129	NPC471531
Intermediate Similarity	0.7126	NPC314113
Intermediate Similarity	0.7083	NPC190461
Intermediate Similarity	0.7062	NPC249405
Intermediate Similarity	0.7056	NPC40209
Intermediate Similarity	0.7039	NPC476151
Intermediate Similarity	0.7021	NPC124657
Intermediate Similarity	0.7019	NPC471532
Intermediate Similarity	0.7005	NPC312531
Intermediate Similarity	0.7	NPC470023
Remote Similarity	0.6989	NPC166014
Remote Similarity	0.6989	NPC27410
Remote Similarity	0.6984	NPC298979
Remote Similarity	0.6973	NPC306366
Remote Similarity	0.6968	NPC134858
Remote Similarity	0.6965	NPC470021
Remote Similarity	0.6961	NPC103379
Remote Similarity	0.6961	NPC477565
Remote Similarity	0.6959	NPC192939
Remote Similarity	0.6959	NPC215747
Remote Similarity	0.6947	NPC204908
Remote Similarity	0.6947	NPC83198
Remote Similarity	0.6927	NPC185838
Remote Similarity	0.6923	NPC179704
Remote Similarity	0.6915	NPC124433
Remote Similarity	0.6915	NPC293871
Remote Similarity	0.6915	NPC1229
Remote Similarity	0.6915	NPC162653
Remote Similarity	0.6915	NPC324144
Remote Similarity	0.6915	NPC233650
Remote Similarity	0.6907	NPC260118
Remote Similarity	0.6906	NPC147390
Remote Similarity	0.6906	NPC135538
Remote Similarity	0.6906	NPC24233
Remote Similarity	0.6906	NPC246587
Remote Similarity	0.6906	NPC476571
Remote Similarity	0.6906	NPC428
Remote Similarity	0.6895	NPC117188
Remote Similarity	0.6895	NPC306555
Remote Similarity	0.6895	NPC205421
Remote Similarity	0.6895	NPC474931
Remote Similarity	0.6895	NPC12053
Remote Similarity	0.6895	NPC81218
Remote Similarity	0.6895	NPC145832
Remote Similarity	0.6895	NPC210140
Remote Similarity	0.6895	NPC158376
Remote Similarity	0.6888	NPC28425
Remote Similarity	0.6888	NPC248642
Remote Similarity	0.6878	NPC78222
Remote Similarity	0.6878	NPC196447
Remote Similarity	0.6878	NPC477563
Remote Similarity	0.6878	NPC13504
Remote Similarity	0.6878	NPC76116
Remote Similarity	0.6878	NPC96603
Remote Similarity	0.6878	NPC253043
Remote Similarity	0.6878	NPC212794
Remote Similarity	0.6878	NPC136508
Remote Similarity	0.6878	NPC306843
Remote Similarity	0.6872	NPC311936
Remote Similarity	0.6872	NPC126284
Remote Similarity	0.6865	NPC207757
Remote Similarity	0.6865	NPC189266
Remote Similarity	0.6865	NPC110416
Remote Similarity	0.6865	NPC469817
Remote Similarity	0.6865	NPC184026
Remote Similarity	0.6865	NPC127674
Remote Similarity	0.6865	NPC249797
Remote Similarity	0.6865	NPC2413
Remote Similarity	0.6865	NPC193949
Remote Similarity	0.6865	NPC39701
Remote Similarity	0.6865	NPC295691
Remote Similarity	0.6865	NPC172765
Remote Similarity	0.6865	NPC278799
Remote Similarity	0.6865	NPC276588
Remote Similarity	0.6865	NPC54379
Remote Similarity	0.6865	NPC5238
Remote Similarity	0.6865	NPC204828
Remote Similarity	0.6859	NPC164429
Remote Similarity	0.6856	NPC287588
Remote Similarity	0.6856	NPC265383
Remote Similarity	0.6853	NPC156576
Remote Similarity	0.6851	NPC191376
Remote Similarity	0.6851	NPC179825
Remote Similarity	0.6851	NPC321505
Remote Similarity	0.685	NPC294244
Remote Similarity	0.6845	NPC221864
Remote Similarity	0.6839	NPC152680
Remote Similarity	0.6839	NPC190783
Remote Similarity	0.6839	NPC232386
Remote Similarity	0.6837	NPC119579
Remote Similarity	0.6829	NPC111492
Remote Similarity	0.6828	NPC323443
Remote Similarity	0.6828	NPC180756
Remote Similarity	0.6823	NPC329911
Remote Similarity	0.6821	NPC320223
Remote Similarity	0.6821	NPC114364
Remote Similarity	0.6818	NPC219170
Remote Similarity	0.6818	NPC180253
Remote Similarity	0.6816	NPC302001
Remote Similarity	0.6809	NPC271388
Remote Similarity	0.6809	NPC235143
Remote Similarity	0.6809	NPC205255
Remote Similarity	0.6809	NPC230956
Remote Similarity	0.6809	NPC119649
Remote Similarity	0.6806	NPC150879
Remote Similarity	0.6804	NPC128560
Remote Similarity	0.6804	NPC199465
Remote Similarity	0.6804	NPC229166
Remote Similarity	0.6802	NPC233718
Remote Similarity	0.68	NPC206900
Remote Similarity	0.6798	NPC470925
Remote Similarity	0.6794	NPC90185
Remote Similarity	0.6793	NPC81733
Remote Similarity	0.6793	NPC326316
Remote Similarity	0.6791	NPC475326
Remote Similarity	0.6789	NPC238530
Remote Similarity	0.6789	NPC232514
Remote Similarity	0.6789	NPC276944
Remote Similarity	0.6784	NPC477186
Remote Similarity	0.6784	NPC217294
Remote Similarity	0.678	NPC25897
Remote Similarity	0.6774	NPC93593
Remote Similarity	0.6772	NPC24954
Remote Similarity	0.6772	NPC60186
Remote Similarity	0.6772	NPC80759
Remote Similarity	0.6772	NPC79402
Remote Similarity	0.6771	NPC160570
Remote Similarity	0.6765	NPC17677
Remote Similarity	0.6762	NPC85661
Remote Similarity	0.6762	NPC171882
Remote Similarity	0.6762	NPC121510
Remote Similarity	0.6757	NPC470924
Remote Similarity	0.6757	NPC26601
Remote Similarity	0.6754	NPC42549
Remote Similarity	0.6754	NPC81247
Remote Similarity	0.6754	NPC250846
Remote Similarity	0.6754	NPC256012
Remote Similarity	0.6754	NPC476573
Remote Similarity	0.6754	NPC240841
Remote Similarity	0.6754	NPC268503
Remote Similarity	0.6754	NPC317272
Remote Similarity	0.6754	NPC35627
Remote Similarity	0.675	NPC296742
Remote Similarity	0.675	NPC112676
Remote Similarity	0.6739	NPC88249
Remote Similarity	0.6739	NPC151895
Remote Similarity	0.6739	NPC220858
Remote Similarity	0.6739	NPC97221
Remote Similarity	0.6739	NPC192768
Remote Similarity	0.6738	NPC186063
Remote Similarity	0.6721	NPC7467
Remote Similarity	0.672	NPC232924
Remote Similarity	0.672	NPC266753
Remote Similarity	0.672	NPC306902
Remote Similarity	0.672	NPC160298
Remote Similarity	0.672	NPC2295
Remote Similarity	0.672	NPC477564
Remote Similarity	0.672	NPC477559
Remote Similarity	0.672	NPC205167
Remote Similarity	0.6717	NPC276060
Remote Similarity	0.6714	NPC207873
Remote Similarity	0.6714	NPC100573
Remote Similarity	0.6714	NPC46679
Remote Similarity	0.6704	NPC188163
Remote Similarity	0.6704	NPC213206
Remote Similarity	0.6704	NPC328750
Remote Similarity	0.6704	NPC474915
Remote Similarity	0.6702	NPC476572
Remote Similarity	0.6702	NPC79328
Remote Similarity	0.6701	NPC168153
Remote Similarity	0.6701	NPC239775
Remote Similarity	0.67	NPC214116
Remote Similarity	0.67	NPC22928
Remote Similarity	0.67	NPC224293
Remote Similarity	0.6685	NPC207824
Remote Similarity	0.6685	NPC60538
Remote Similarity	0.6684	NPC325871
Remote Similarity	0.6684	NPC99659
Remote Similarity	0.6684	NPC241704
Remote Similarity	0.6684	NPC70172
Remote Similarity	0.6683	NPC159101
Remote Similarity	0.6682	NPC471561
Remote Similarity	0.6667	NPC2314
Remote Similarity	0.6667	NPC228040
Remote Similarity	0.6667	NPC24264

Drug Structure

NPD3398 OpenBabel08211703112D 26 29 0 0 1 0 0 0 0 0999 V2000 3.8510 -2.9097 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4600 -2.9497 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1931 -2.2696 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4956 -2.6550 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6196 -0.2618 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5461 -0.4769 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9144 -1.2174 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9463 0.3232 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6887 1.1035 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9567 0.1035 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3538 -2.1184 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9705 -1.2946 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6887 0.1035 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7181 -1.6801 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8227 -0.3965 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6737 -1.3853 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.8227 1.6035 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9567 1.1035 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0150 -0.9999 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3510 -2.0436 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.8227 2.6035 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0907 1.6035 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6887 3.1035 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9567 3.1035 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0907 2.6035 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 12 1 0 0 0 0 4 14 2 0 0 0 0 5 7 1 0 0 0 0 5 13 1 0 0 0 0 6 8 1 0 0 0 0 6 12 1 0 0 0 0 7 20 1 0 0 0 0 8 25 1 0 0 0 0 9 13 2 0 0 0 0 9 17 1 0 0 0 0 10 15 2 0 0 0 0 10 18 1 0 0 0 0 11 16 1 0 0 0 0 11 20 1 0 0 0 0 12 19 2 0 0 0 0 13 15 1 0 0 0 0 14 19 1 0 0 0 0 15 16 1 0 0 0 0 16 14 1 6 0 0 0 17 18 2 0 0 0 0 17 21 1 0 0 0 0 18 22 1 0 0 0 0 19 25 1 0 0 0 0 21 23 2 0 0 0 0 21 24 2 0 0 0 0 22 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006484
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	340.14
ALogP	0.6729
MLogP	2.89
XLogP	4.068
HDA	1
HBD	1
Rotatable Bonds	5
TPSA	75.84
RO5 Violation	0