NPASS drugs

Drug Information

Drug ID:	NPD4131
Drug Name:	Bevenopran
Molecular Formula:	C20H26N4O4
Canonical SMILES:	COc1cc(CNCCC2CCOCC2)ccc1Oc1cnc(cn1)C(=N)O
Standard InCHI:	InChI=1S/C20H26N4O4/c1-26-18-10-15(11-22-7-4-14-5-8-27-9-6-14)2-3-17(18)28-19-13-23-16(12-24-19)20(21)25/h2-3,10,12-14,22H,4-9,11H2,1H3,(H2,21,25)
Standard InCHIKey:	ZGCYVRNZWGUXNQ-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4131

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	339
0.1-0.2	2494
0.2-0.3	10016
0.3-0.4	3415
0.4-0.5	10001
0.5-0.6	3415
0.6-0.7	1072
0.7-0.8	138
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	0.785	NPC195268
Intermediate Similarity	0.785	NPC133140
Intermediate Similarity	0.7736	NPC162530
Intermediate Similarity	0.7736	NPC266931
Intermediate Similarity	0.7723	NPC226202
Intermediate Similarity	0.7713	NPC295228
Intermediate Similarity	0.7689	NPC112206
Intermediate Similarity	0.7689	NPC202605
Intermediate Similarity	0.7678	NPC290689
Intermediate Similarity	0.7638	NPC20249
Intermediate Similarity	0.7621	NPC476578
Intermediate Similarity	0.7621	NPC4071
Intermediate Similarity	0.7621	NPC476582
Intermediate Similarity	0.7608	NPC16452
Intermediate Similarity	0.7608	NPC36229
Intermediate Similarity	0.7608	NPC476581
Intermediate Similarity	0.7593	NPC473822
Intermediate Similarity	0.7576	NPC161887
Intermediate Similarity	0.7523	NPC26679
Intermediate Similarity	0.7523	NPC316981
Intermediate Similarity	0.7512	NPC173080
Intermediate Similarity	0.75	NPC8022
Intermediate Similarity	0.75	NPC469554
Intermediate Similarity	0.75	NPC19872
Intermediate Similarity	0.75	NPC470799
Intermediate Similarity	0.75	NPC315957
Intermediate Similarity	0.7487	NPC219963
Intermediate Similarity	0.7477	NPC213530
Intermediate Similarity	0.7477	NPC193267
Intermediate Similarity	0.7476	NPC476138
Intermediate Similarity	0.7476	NPC245816
Intermediate Similarity	0.7467	NPC255800
Intermediate Similarity	0.7467	NPC96584
Intermediate Similarity	0.7464	NPC31930
Intermediate Similarity	0.7455	NPC201508
Intermediate Similarity	0.7422	NPC101543
Intermediate Similarity	0.7416	NPC477019
Intermediate Similarity	0.7407	NPC476287
Intermediate Similarity	0.74	NPC266551
Intermediate Similarity	0.7383	NPC185782
Intermediate Similarity	0.7376	NPC280272
Intermediate Similarity	0.7371	NPC313189
Intermediate Similarity	0.7361	NPC53069
Intermediate Similarity	0.7361	NPC202768
Intermediate Similarity	0.7361	NPC296482
Intermediate Similarity	0.7359	NPC316224
Intermediate Similarity	0.7358	NPC165349
Intermediate Similarity	0.7358	NPC329708
Intermediate Similarity	0.7358	NPC264166
Intermediate Similarity	0.7358	NPC274291
Intermediate Similarity	0.7358	NPC47059
Intermediate Similarity	0.7358	NPC118832
Intermediate Similarity	0.7356	NPC267928
Intermediate Similarity	0.7353	NPC110741
Intermediate Similarity	0.7349	NPC5145
Intermediate Similarity	0.7339	NPC288349
Intermediate Similarity	0.7333	NPC176538
Intermediate Similarity	0.7306	NPC473513
Intermediate Similarity	0.7299	NPC232727
Intermediate Similarity	0.7295	NPC307963
Intermediate Similarity	0.7289	NPC314954
Intermediate Similarity	0.7281	NPC203168
Intermediate Similarity	0.7269	NPC167860
Intermediate Similarity	0.7269	NPC123976
Intermediate Similarity	0.7269	NPC219664
Intermediate Similarity	0.7251	NPC234197
Intermediate Similarity	0.7248	NPC471080
Intermediate Similarity	0.7248	NPC469592
Intermediate Similarity	0.7244	NPC110151
Intermediate Similarity	0.723	NPC223427
Intermediate Similarity	0.723	NPC475774
Intermediate Similarity	0.7228	NPC118776
Intermediate Similarity	0.7225	NPC251090
Intermediate Similarity	0.722	NPC122463
Intermediate Similarity	0.7212	NPC84853
Intermediate Similarity	0.721	NPC477806
Intermediate Similarity	0.721	NPC477795
Intermediate Similarity	0.721	NPC477796
Intermediate Similarity	0.721	NPC477805
Intermediate Similarity	0.7209	NPC135549
Intermediate Similarity	0.7207	NPC174049
Intermediate Similarity	0.7204	NPC18487
Intermediate Similarity	0.7202	NPC96405
Intermediate Similarity	0.7202	NPC171409
Intermediate Similarity	0.7196	NPC470500
Intermediate Similarity	0.7195	NPC469594
Intermediate Similarity	0.7191	NPC471891
Intermediate Similarity	0.7183	NPC66815
Intermediate Similarity	0.7176	NPC18348
Intermediate Similarity	0.7175	NPC310118
Intermediate Similarity	0.7169	NPC236668
Intermediate Similarity	0.7162	NPC308906
Intermediate Similarity	0.715	NPC76748
Intermediate Similarity	0.715	NPC312872
Intermediate Similarity	0.7143	NPC473053
Intermediate Similarity	0.7143	NPC469589
Intermediate Similarity	0.7137	NPC476997
Intermediate Similarity	0.7136	NPC121658
Intermediate Similarity	0.7136	NPC146976
Intermediate Similarity	0.7136	NPC14651
Intermediate Similarity	0.7136	NPC470586
Intermediate Similarity	0.713	NPC54066
Intermediate Similarity	0.7129	NPC289786
Intermediate Similarity	0.7123	NPC251160
Intermediate Similarity	0.7123	NPC476167
Intermediate Similarity	0.7117	NPC314270
Intermediate Similarity	0.7115	NPC92111
Intermediate Similarity	0.7105	NPC476998
Intermediate Similarity	0.7105	NPC469792
Intermediate Similarity	0.7105	NPC476996
Intermediate Similarity	0.7101	NPC296527
Intermediate Similarity	0.7098	NPC60621
Intermediate Similarity	0.7097	NPC287208
Intermediate Similarity	0.7085	NPC476518
Intermediate Similarity	0.7083	NPC472111
Intermediate Similarity	0.7075	NPC192315
Intermediate Similarity	0.7074	NPC160666
Intermediate Similarity	0.7069	NPC473183
Intermediate Similarity	0.7061	NPC476994
Intermediate Similarity	0.7046	NPC472068
Intermediate Similarity	0.7042	NPC187558
Intermediate Similarity	0.7041	NPC322976
Intermediate Similarity	0.7041	NPC324203
Intermediate Similarity	0.7041	NPC63338
Intermediate Similarity	0.704	NPC197141
Intermediate Similarity	0.704	NPC204446
Intermediate Similarity	0.7037	NPC475070
Intermediate Similarity	0.7037	NPC285558
Intermediate Similarity	0.7034	NPC472434
Intermediate Similarity	0.703	NPC194724
Intermediate Similarity	0.7029	NPC56271
Intermediate Similarity	0.7028	NPC224928
Intermediate Similarity	0.7027	NPC477110
Intermediate Similarity	0.702	NPC132385
Intermediate Similarity	0.7018	NPC477111
Intermediate Similarity	0.7013	NPC180504
Intermediate Similarity	0.7	NPC324149
Intermediate Similarity	0.7	NPC99666
Remote Similarity	0.6991	NPC118121
Remote Similarity	0.699	NPC284559
Remote Similarity	0.6987	NPC472066
Remote Similarity	0.6987	NPC472031
Remote Similarity	0.6987	NPC472067
Remote Similarity	0.6983	NPC473184
Remote Similarity	0.6979	NPC99891
Remote Similarity	0.697	NPC263439
Remote Similarity	0.6963	NPC287437
Remote Similarity	0.6962	NPC284141
Remote Similarity	0.6957	NPC42591
Remote Similarity	0.6955	NPC188420
Remote Similarity	0.6955	NPC11464
Remote Similarity	0.6955	NPC258048
Remote Similarity	0.6944	NPC135887
Remote Similarity	0.6944	NPC199277
Remote Similarity	0.6941	NPC82548
Remote Similarity	0.6941	NPC475910
Remote Similarity	0.6937	NPC149471
Remote Similarity	0.6937	NPC271215
Remote Similarity	0.6935	NPC471178
Remote Similarity	0.6934	NPC326634
Remote Similarity	0.6933	NPC292958
Remote Similarity	0.6931	NPC111624
Remote Similarity	0.693	NPC121772
Remote Similarity	0.6927	NPC477113
Remote Similarity	0.6923	NPC204385
Remote Similarity	0.692	NPC476041
Remote Similarity	0.692	NPC304926
Remote Similarity	0.6915	NPC314940
Remote Similarity	0.6915	NPC256828
Remote Similarity	0.6915	NPC473764
Remote Similarity	0.6909	NPC174758
Remote Similarity	0.6908	NPC284678
Remote Similarity	0.6907	NPC217554
Remote Similarity	0.6906	NPC235076
Remote Similarity	0.6903	NPC132642
Remote Similarity	0.6893	NPC470474
Remote Similarity	0.6891	NPC208522
Remote Similarity	0.6889	NPC100079
Remote Similarity	0.6889	NPC23614
Remote Similarity	0.6884	NPC118511
Remote Similarity	0.6881	NPC258773
Remote Similarity	0.6878	NPC472168
Remote Similarity	0.6875	NPC170114
Remote Similarity	0.6875	NPC314002
Remote Similarity	0.6872	NPC469390
Remote Similarity	0.6872	NPC472435
Remote Similarity	0.687	NPC473185
Remote Similarity	0.6869	NPC25899
Remote Similarity	0.6867	NPC323752
Remote Similarity	0.6864	NPC308392
Remote Similarity	0.6858	NPC17565
Remote Similarity	0.6853	NPC260434
Remote Similarity	0.6853	NPC476451
Remote Similarity	0.6852	NPC249040
Remote Similarity	0.6851	NPC476995
Remote Similarity	0.6849	NPC470164
Remote Similarity	0.6849	NPC323345
Remote Similarity	0.6849	NPC471736
Remote Similarity	0.6847	NPC208284
Remote Similarity	0.6847	NPC242923

Drug Structure

NPD4131 OpenBabel08211704332D 31 33 0 0 0 0 0 0 0 0999 V2000 -0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 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 4.3301 1.5000 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 6.0622 1.5000 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 6.0622 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.5000 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 -1.7321 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 1.7321 3.0000 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 0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 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 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 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 -0.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 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 -2.5981 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 26 1 0 0 0 0 2 3 2 0 0 0 0 2 15 1 0 0 0 0 3 17 1 0 0 0 0 4 7 1 0 0 0 0 4 14 1 0 0 0 0 5 8 1 0 0 0 0 5 14 1 0 0 0 0 6 9 1 0 0 0 0 6 14 1 0 0 0 0 7 22 1 0 0 0 0 8 27 1 0 0 0 0 9 27 1 0 0 0 0 10 15 2 0 0 0 0 10 18 1 0 0 0 0 11 15 1 0 0 0 0 11 22 1 0 0 0 0 12 16 2 0 0 0 0 12 24 1 0 0 0 0 13 19 1 0 0 0 0 13 23 2 0 0 0 0 16 20 1 0 0 0 0 16 23 1 0 0 0 0 17 18 2 0 0 0 0 17 28 1 0 0 0 0 18 26 1 0 0 0 0 19 24 2 0 0 0 0 19 28 1 0 0 0 0 20 21 2 0 0 0 0 20 25 1 0 0 0 0 21 29 1 0 0 0 0 22 30 1 0 0 0 0 25 31 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	386.20
ALogP	-1.9857
MLogP	2.78
XLogP	2.188
HDA	6
HBD	3
Rotatable Bonds	11
TPSA	109.58
RO5 Violation	0