NPASS drugs

Drug Information

Drug ID:	NPD4917
Drug Name:	E-4021
Molecular Formula:	C22H21ClN4O4
Canonical SMILES:	[O-]C(=O)C1CCN(CC1)c1nc2ccc(cc2c(=NCc2ccc3c(c2)OCO3)[nH]1)Cl
Standard InCHI:	InChI=1S/C22H21ClN4O4/c23-15-2-3-17-16(10-15)20(24-11-13-1-4-18-19(9-13)31-12-30-18)26-22(25-17)27-7-5-14(6-8-27)21(28)29/h1-4,9-10,14H,5-8,11-12H2,(H,28,29)(H,24,25,26)/p-1
Standard InCHIKey:	QUUJQFQTLSFCKW-UHFFFAOYSA-M
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4917

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	304
0.1-0.2	2051
0.2-0.3	9643
0.3-0.4	3974
0.4-0.5	11210
0.5-0.6	3324
0.6-0.7	384
0.7-0.8	0
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
Remote Similarity	0.6923	NPC93593
Remote Similarity	0.6919	NPC24954
Remote Similarity	0.6912	NPC5167
Remote Similarity	0.6881	NPC16249
Remote Similarity	0.6829	NPC85613
Remote Similarity	0.6829	NPC283810
Remote Similarity	0.6814	NPC4669
Remote Similarity	0.6804	NPC13397
Remote Similarity	0.6786	NPC292003
Remote Similarity	0.678	NPC181905
Remote Similarity	0.6748	NPC287588
Remote Similarity	0.6743	NPC207971
Remote Similarity	0.6736	NPC56271
Remote Similarity	0.6683	NPC306669
Remote Similarity	0.6667	NPC71124
Remote Similarity	0.6653	NPC303374
Remote Similarity	0.6651	NPC179704
Remote Similarity	0.6636	NPC268077
Remote Similarity	0.6636	NPC5374
Remote Similarity	0.6635	NPC206201
Remote Similarity	0.6619	NPC249405
Remote Similarity	0.6615	NPC475959
Remote Similarity	0.6599	NPC476568
Remote Similarity	0.659	NPC193906
Remote Similarity	0.659	NPC23080
Remote Similarity	0.6589	NPC79213
Remote Similarity	0.6588	NPC204385
Remote Similarity	0.6588	NPC116007
Remote Similarity	0.6573	NPC312531
Remote Similarity	0.6567	NPC216816
Remote Similarity	0.6561	NPC475147
Remote Similarity	0.655	NPC146288
Remote Similarity	0.6537	NPC85482
Remote Similarity	0.6533	NPC82541
Remote Similarity	0.6528	NPC198401
Remote Similarity	0.6509	NPC83511
Remote Similarity	0.65	NPC138487
Remote Similarity	0.65	NPC41178
Remote Similarity	0.65	NPC216459
Remote Similarity	0.6484	NPC212163
Remote Similarity	0.6482	NPC233029
Remote Similarity	0.6482	NPC210148
Remote Similarity	0.6481	NPC254957
Remote Similarity	0.6479	NPC232872
Remote Similarity	0.6473	NPC474708
Remote Similarity	0.6468	NPC31311
Remote Similarity	0.6468	NPC234392
Remote Similarity	0.6455	NPC127178
Remote Similarity	0.6455	NPC234197
Remote Similarity	0.6444	NPC475133
Remote Similarity	0.6429	NPC313189
Remote Similarity	0.6425	NPC475845
Remote Similarity	0.6425	NPC295676
Remote Similarity	0.6419	NPC474904
Remote Similarity	0.6408	NPC86144
Remote Similarity	0.6408	NPC304659
Remote Similarity	0.6406	NPC302001
Remote Similarity	0.639	NPC189470
Remote Similarity	0.6387	NPC416184
Remote Similarity	0.6386	NPC57512
Remote Similarity	0.6384	NPC261388
Remote Similarity	0.638	NPC25897
Remote Similarity	0.638	NPC477019
Remote Similarity	0.6377	NPC471604
Remote Similarity	0.6377	NPC57812
Remote Similarity	0.6377	NPC474324
Remote Similarity	0.6373	NPC306902
Remote Similarity	0.6373	NPC232924
Remote Similarity	0.6373	NPC477559
Remote Similarity	0.6373	NPC160298
Remote Similarity	0.6373	NPC266753
Remote Similarity	0.6368	NPC473460
Remote Similarity	0.636	NPC202768
Remote Similarity	0.636	NPC119722
Remote Similarity	0.636	NPC53069
Remote Similarity	0.636	NPC296482
Remote Similarity	0.6356	NPC135549
Remote Similarity	0.6346	NPC241055
Remote Similarity	0.6346	NPC66573
Remote Similarity	0.6343	NPC473569
Remote Similarity	0.6339	NPC244606
Remote Similarity	0.6339	NPC156728
Remote Similarity	0.6335	NPC180647
Remote Similarity	0.6333	NPC285941
Remote Similarity	0.6333	NPC228040
Remote Similarity	0.6332	NPC271215
Remote Similarity	0.6332	NPC149471
Remote Similarity	0.6329	NPC24264
Remote Similarity	0.6329	NPC476432
Remote Similarity	0.6326	NPC21425
Remote Similarity	0.6324	NPC111485
Remote Similarity	0.6324	NPC106786
Remote Similarity	0.6323	NPC311357
Remote Similarity	0.6318	NPC476580
Remote Similarity	0.6316	NPC6152
Remote Similarity	0.6316	NPC312872
Remote Similarity	0.6314	NPC313627
Remote Similarity	0.6311	NPC59567
Remote Similarity	0.6302	NPC7018
Remote Similarity	0.63	NPC223125
Remote Similarity	0.6298	NPC247389
Remote Similarity	0.6291	NPC474745
Remote Similarity	0.6288	NPC171409
Remote Similarity	0.6288	NPC96405
Remote Similarity	0.6287	NPC157931
Remote Similarity	0.6282	NPC46259
Remote Similarity	0.628	NPC168409
Remote Similarity	0.628	NPC225774
Remote Similarity	0.628	NPC302527
Remote Similarity	0.628	NPC16805
Remote Similarity	0.628	NPC232514
Remote Similarity	0.628	NPC276944
Remote Similarity	0.628	NPC238530
Remote Similarity	0.628	NPC167546
Remote Similarity	0.6273	NPC162653
Remote Similarity	0.6272	NPC188420
Remote Similarity	0.6272	NPC269449
Remote Similarity	0.6269	NPC225745
Remote Similarity	0.6269	NPC470707
Remote Similarity	0.6269	NPC474852
Remote Similarity	0.6267	NPC296742
Remote Similarity	0.6267	NPC112676
Remote Similarity	0.6256	NPC187022
Remote Similarity	0.6256	NPC474915
Remote Similarity	0.6256	NPC328750
Remote Similarity	0.6256	NPC80129
Remote Similarity	0.6256	NPC76079
Remote Similarity	0.6256	NPC213206
Remote Similarity	0.6256	NPC188163
Remote Similarity	0.625	NPC205178
Remote Similarity	0.625	NPC69213
Remote Similarity	0.625	NPC277042
Remote Similarity	0.625	NPC136330
Remote Similarity	0.625	NPC219341
Remote Similarity	0.625	NPC251454
Remote Similarity	0.625	NPC11147
Remote Similarity	0.625	NPC230698
Remote Similarity	0.625	NPC255817
Remote Similarity	0.625	NPC196609
Remote Similarity	0.625	NPC73883
Remote Similarity	0.6244	NPC190461
Remote Similarity	0.6244	NPC230942
Remote Similarity	0.6244	NPC474325
Remote Similarity	0.6244	NPC315498
Remote Similarity	0.6244	NPC477080
Remote Similarity	0.6238	NPC148898
Remote Similarity	0.6238	NPC152212
Remote Similarity	0.6238	NPC223124
Remote Similarity	0.6234	NPC55470
Remote Similarity	0.6233	NPC275132
Remote Similarity	0.6233	NPC102760
Remote Similarity	0.6228	NPC168250
Remote Similarity	0.6227	NPC469816
Remote Similarity	0.6227	NPC469815
Remote Similarity	0.6226	NPC207721
Remote Similarity	0.6226	NPC304675
Remote Similarity	0.6226	NPC287152
Remote Similarity	0.6223	NPC23614
Remote Similarity	0.6223	NPC172403
Remote Similarity	0.6223	NPC96321
Remote Similarity	0.6223	NPC100079
Remote Similarity	0.6221	NPC224293
Remote Similarity	0.6221	NPC477186
Remote Similarity	0.622	NPC210918
Remote Similarity	0.622	NPC298979
Remote Similarity	0.6218	NPC257851
Remote Similarity	0.6218	NPC99078
Remote Similarity	0.6217	NPC251160
Remote Similarity	0.6215	NPC27887
Remote Similarity	0.6211	NPC219350
Remote Similarity	0.6211	NPC194699
Remote Similarity	0.6205	NPC314682
Remote Similarity	0.6204	NPC474746
Remote Similarity	0.6204	NPC475981
Remote Similarity	0.6202	NPC231198
Remote Similarity	0.6201	NPC471304
Remote Similarity	0.62	NPC7467
Remote Similarity	0.6199	NPC125924
Remote Similarity	0.6198	NPC167096
Remote Similarity	0.6197	NPC237044
Remote Similarity	0.6195	NPC235628
Remote Similarity	0.6193	NPC476567
Remote Similarity	0.6193	NPC136860
Remote Similarity	0.6193	NPC237579
Remote Similarity	0.6193	NPC128019
Remote Similarity	0.6192	NPC471762
Remote Similarity	0.6186	NPC280272
Remote Similarity	0.6186	NPC474506
Remote Similarity	0.6186	NPC32413
Remote Similarity	0.6186	NPC252107
Remote Similarity	0.6186	NPC220923
Remote Similarity	0.6182	NPC203972
Remote Similarity	0.618	NPC126556
Remote Similarity	0.6178	NPC118419
Remote Similarity	0.6176	NPC78733
Remote Similarity	0.6168	NPC23219
Remote Similarity	0.6168	NPC294790
Remote Similarity	0.6168	NPC148693
Remote Similarity	0.6168	NPC118633
Remote Similarity	0.6164	NPC22476

Drug Structure

NPD4917 OpenBabel08211706322D 32 36 0 0 1 0 0 0 0 0999 V2000 -3.4641 -1.0000 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 0.0000 3.0000 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 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 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 2.5981 0.5000 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 -1.7321 2.0000 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 -4.6665 -4.0827 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 3.4641 -1.0000 0.0000 C 0 0 3 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 -4.3301 -2.5000 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 -0.8660 0.5000 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 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 3.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 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 1.7321 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 -5.0733 -3.1691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.6720 -3.9781 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 2 0 0 0 0 1 13 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 18 1 0 0 0 0 5 7 1 0 0 0 0 5 14 1 0 0 0 0 6 8 1 0 0 0 0 6 14 1 0 0 0 0 7 27 1 0 0 0 0 8 27 1 0 0 0 0 9 13 2 0 0 0 0 9 19 1 0 0 0 0 10 15 2 0 0 0 0 10 16 1 0 0 0 0 11 13 1 0 0 0 0 11 24 1 0 0 0 0 12 30 1 0 0 0 0 12 31 1 0 0 0 0 14 21 1 0 0 0 0 15 23 1 0 0 0 0 16 17 2 0 0 0 0 16 20 1 0 0 0 0 17 25 1 0 0 0 0 18 19 2 0 0 0 0 18 30 1 0 0 0 0 19 31 1 0 0 0 0 20 24 2 3 0 0 0 20 26 1 0 0 0 0 21 28 2 0 0 0 0 21 29 1 0 0 0 0 22 25 2 0 0 0 0 22 26 1 0 0 0 0 22 27 1 0 0 0 0 26 32 1 0 0 0 0 M CHG 1 29 -1 M END $$$$

External Identifiers

TTD	DIB004276
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	439.12
ALogP	-1.8209
MLogP	2.89
XLogP	3.885
HDA	6
HBD	1
Rotatable Bonds	6
TPSA	98.58
RO5 Violation	0