NPASS drugs

Drug Information

Drug ID:	NPD4069
Drug Name:
Molecular Formula:	C20H25ClN2O5
Canonical SMILES:	NCCOCC1=C(C(=O)OCC)[C@@H](C(=C(N1)C)C(=O)OC)c1ccccc1Cl
Standard InCHI:	InChI=1S/C20H25ClN2O5/c1-4-28-20(25)18-15(11-27-10-9-22)23-12(2)16(19(24)26-3)17(18)13-7-5-6-8-14(13)21/h5-8,17,23H,4,9-11,22H2,1-3H3/t17-/m1/s1
Standard InCHIKey:	HTIQEAQVCYTUBX-QGZVFWFLSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4069

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	101
0.1-0.2	715
0.2-0.3	2454
0.3-0.4	7627
0.4-0.5	16192
0.5-0.6	3666
0.6-0.7	133
0.7-0.8	2
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	0.7308	NPC36836
Intermediate Similarity	0.7308	NPC63370
Remote Similarity	0.6993	NPC190945
Remote Similarity	0.6765	NPC313981
Remote Similarity	0.6759	NPC472165
Remote Similarity	0.6533	NPC473247
Remote Similarity	0.6438	NPC160493
Remote Similarity	0.6414	NPC80150
Remote Similarity	0.6389	NPC64340
Remote Similarity	0.6346	NPC319645
Remote Similarity	0.6312	NPC474584
Remote Similarity	0.6301	NPC243059
Remote Similarity	0.6301	NPC474223
Remote Similarity	0.6301	NPC280827
Remote Similarity	0.6301	NPC190663
Remote Similarity	0.6301	NPC475827
Remote Similarity	0.6294	NPC197470
Remote Similarity	0.6277	NPC67043
Remote Similarity	0.6276	NPC310467
Remote Similarity	0.6266	NPC57976
Remote Similarity	0.6259	NPC40178
Remote Similarity	0.6258	NPC470441
Remote Similarity	0.625	NPC69496
Remote Similarity	0.6242	NPC475691
Remote Similarity	0.6241	NPC474689
Remote Similarity	0.6241	NPC270654
Remote Similarity	0.6241	NPC82899
Remote Similarity	0.6241	NPC270699
Remote Similarity	0.6234	NPC233910
Remote Similarity	0.6234	NPC245836
Remote Similarity	0.6229	NPC186669
Remote Similarity	0.6224	NPC472164
Remote Similarity	0.6224	NPC210092
Remote Similarity	0.6224	NPC113099
Remote Similarity	0.6214	NPC214067
Remote Similarity	0.6214	NPC158854
Remote Similarity	0.6214	NPC196246
Remote Similarity	0.6207	NPC152812
Remote Similarity	0.6207	NPC169328
Remote Similarity	0.6197	NPC273814
Remote Similarity	0.6197	NPC128368
Remote Similarity	0.619	NPC474222
Remote Similarity	0.619	NPC475804
Remote Similarity	0.6187	NPC47536
Remote Similarity	0.6187	NPC20485
Remote Similarity	0.6184	NPC81092
Remote Similarity	0.6184	NPC103605
Remote Similarity	0.6183	NPC77273
Remote Similarity	0.6178	NPC77992
Remote Similarity	0.6174	NPC474254
Remote Similarity	0.6174	NPC474159
Remote Similarity	0.6174	NPC35996
Remote Similarity	0.617	NPC1082
Remote Similarity	0.617	NPC319579
Remote Similarity	0.617	NPC305912
Remote Similarity	0.617	NPC323007
Remote Similarity	0.6148	NPC146351
Remote Similarity	0.6143	NPC469636
Remote Similarity	0.6143	NPC182549
Remote Similarity	0.6143	NPC10251
Remote Similarity	0.6143	NPC17417
Remote Similarity	0.6143	NPC114741
Remote Similarity	0.6138	NPC190298
Remote Similarity	0.6136	NPC23453
Remote Similarity	0.6131	NPC123241
Remote Similarity	0.6131	NPC474365
Remote Similarity	0.6131	NPC301943
Remote Similarity	0.6121	NPC472761
Remote Similarity	0.6119	NPC10781
Remote Similarity	0.6119	NPC293628
Remote Similarity	0.6119	NPC324569
Remote Similarity	0.6119	NPC122493
Remote Similarity	0.6118	NPC105114
Remote Similarity	0.6118	NPC152850
Remote Similarity	0.6118	NPC89923
Remote Similarity	0.6118	NPC71933
Remote Similarity	0.6118	NPC239990
Remote Similarity	0.6115	NPC477251
Remote Similarity	0.6115	NPC327481
Remote Similarity	0.6107	NPC26285
Remote Similarity	0.6099	NPC93084
Remote Similarity	0.6099	NPC251854
Remote Similarity	0.6099	NPC24777
Remote Similarity	0.6093	NPC4974
Remote Similarity	0.6093	NPC474847
Remote Similarity	0.6089	NPC159963
Remote Similarity	0.6081	NPC476183
Remote Similarity	0.6076	NPC281104
Remote Similarity	0.6074	NPC78701
Remote Similarity	0.6074	NPC35448
Remote Similarity	0.6074	NPC225060
Remote Similarity	0.6074	NPC179411
Remote Similarity	0.6074	NPC322598
Remote Similarity	0.6071	NPC56493
Remote Similarity	0.6067	NPC475692
Remote Similarity	0.6067	NPC474283
Remote Similarity	0.6065	NPC246079
Remote Similarity	0.6056	NPC474157
Remote Similarity	0.6056	NPC167504
Remote Similarity	0.6056	NPC210089
Remote Similarity	0.6054	NPC314992
Remote Similarity	0.6053	NPC470818
Remote Similarity	0.6053	NPC136453
Remote Similarity	0.6053	NPC477937
Remote Similarity	0.6047	NPC96625
Remote Similarity	0.6044	NPC14994
Remote Similarity	0.6043	NPC269457
Remote Similarity	0.6042	NPC307651
Remote Similarity	0.6042	NPC153053
Remote Similarity	0.604	NPC476184
Remote Similarity	0.604	NPC476281
Remote Similarity	0.6031	NPC240108
Remote Similarity	0.6031	NPC213156
Remote Similarity	0.6026	NPC469742
Remote Similarity	0.6023	NPC293458
Remote Similarity	0.6014	NPC329011
Remote Similarity	0.6014	NPC204784
Remote Similarity	0.6014	NPC164859
Remote Similarity	0.6013	NPC473423
Remote Similarity	0.6012	NPC135121
Remote Similarity	0.6011	NPC6974
Remote Similarity	0.6	NPC119271
Remote Similarity	0.6	NPC213126
Remote Similarity	0.6	NPC157311
Remote Similarity	0.6	NPC193410
Remote Similarity	0.6	NPC471318
Remote Similarity	0.6	NPC317474
Remote Similarity	0.6	NPC249912
Remote Similarity	0.6	NPC51174
Remote Similarity	0.6	NPC291027
Remote Similarity	0.6	NPC306740
Remote Similarity	0.6	NPC92754
Remote Similarity	0.6	NPC84281
Remote Similarity	0.6	NPC276775
Remote Similarity	0.6	NPC169485
Remote Similarity	0.5989	NPC472894
Remote Similarity	0.5989	NPC264482
Remote Similarity	0.5989	NPC203202
Remote Similarity	0.5987	NPC474479
Remote Similarity	0.5986	NPC174099
Remote Similarity	0.5985	NPC42211
Remote Similarity	0.5985	NPC316797
Remote Similarity	0.5977	NPC224970
Remote Similarity	0.5977	NPC167724
Remote Similarity	0.5977	NPC223595
Remote Similarity	0.5976	NPC473541
Remote Similarity	0.5975	NPC477557
Remote Similarity	0.5973	NPC473243
Remote Similarity	0.5971	NPC324786
Remote Similarity	0.5968	NPC328763
Remote Similarity	0.5967	NPC97584
Remote Similarity	0.5965	NPC474058
Remote Similarity	0.5965	NPC248117
Remote Similarity	0.5962	NPC60825
Remote Similarity	0.5962	NPC30390
Remote Similarity	0.5962	NPC291419
Remote Similarity	0.5962	NPC48909
Remote Similarity	0.5962	NPC8761
Remote Similarity	0.5962	NPC44805
Remote Similarity	0.596	NPC476278
Remote Similarity	0.596	NPC472703
Remote Similarity	0.5959	NPC100353
Remote Similarity	0.5957	NPC475465
Remote Similarity	0.5957	NPC472314
Remote Similarity	0.5954	NPC220893
Remote Similarity	0.5954	NPC9822
Remote Similarity	0.5946	NPC237420
Remote Similarity	0.5946	NPC25401
Remote Similarity	0.5942	NPC474112
Remote Similarity	0.5941	NPC61013
Remote Similarity	0.5933	NPC50872
Remote Similarity	0.5929	NPC209632
Remote Similarity	0.5928	NPC314223
Remote Similarity	0.5928	NPC473341
Remote Similarity	0.5926	NPC475128
Remote Similarity	0.5922	NPC99043
Remote Similarity	0.5922	NPC218594
Remote Similarity	0.5921	NPC476260
Remote Similarity	0.5921	NPC12881
Remote Similarity	0.5921	NPC476241
Remote Similarity	0.5921	NPC472704
Remote Similarity	0.5921	NPC140118
Remote Similarity	0.5918	NPC2265
Remote Similarity	0.5915	NPC83628
Remote Similarity	0.5915	NPC281604
Remote Similarity	0.5915	NPC265407
Remote Similarity	0.5912	NPC325497
Remote Similarity	0.5912	NPC118343
Remote Similarity	0.5909	NPC210950
Remote Similarity	0.5909	NPC84288
Remote Similarity	0.5909	NPC199738
Remote Similarity	0.5906	NPC476096
Remote Similarity	0.5903	NPC79496
Remote Similarity	0.5903	NPC321852
Remote Similarity	0.5899	NPC60679
Remote Similarity	0.5896	NPC158900
Remote Similarity	0.5891	NPC294134
Remote Similarity	0.5891	NPC53299
Remote Similarity	0.589	NPC477217
Remote Similarity	0.589	NPC201244

Drug Structure

NPD4069 OpenBabel08211704332D 31 32 0 0 1 0 0 0 0 0999 V2000 0.0000 2.9091 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.9091 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8398 -3.3939 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8398 2.4242 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3591 1.9394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1989 1.4545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5193 1.4545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1989 0.4848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3591 -1.9394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5193 -1.4545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6796 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.9394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5193 0.4848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3591 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8398 -0.4848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8398 -1.4545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8398 -0.4848 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6796 -1.9394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.9697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3591 -0.9697 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -3.3591 -2.9091 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8398 -1.4545 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5193 -1.4545 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8398 1.4545 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6796 -2.9091 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5193 -0.4848 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8398 1.4545 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5193 -3.3939 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1989 -3.3939 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6796 -1.9394 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 12 1 0 0 0 0 3 26 1 0 0 0 0 4 28 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 13 2 0 0 0 0 8 14 2 0 0 0 0 9 10 1 0 0 0 0 9 22 1 0 0 0 0 10 27 1 0 0 0 0 11 15 1 0 0 0 0 11 27 1 0 0 0 0 12 16 2 0 0 0 0 12 23 1 0 0 0 0 13 14 1 0 0 0 0 14 21 1 0 0 0 0 15 18 2 0 0 0 0 15 23 1 0 0 0 0 16 17 1 0 0 0 0 16 19 1 0 0 0 0 17 13 1 6 0 0 0 17 18 1 0 0 0 0 18 20 1 0 0 0 0 19 24 2 0 0 0 0 19 26 1 0 0 0 0 20 25 2 0 0 0 0 20 28 1 0 0 0 0 22 29 1 0 0 0 0 22 30 1 0 0 0 0 23 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL001919
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9801597
ChEBI
CAS Number

Drug Properties

Molecular Weight	408.15
ALogP	-0.1162
MLogP	2.78
XLogP	3.248
HDA	7
HBD	2
Rotatable Bonds	15
TPSA	99.88
RO5 Violation	0