NPASS drugs

Drug Information

Drug ID:	NPD4681
Drug Name:
Molecular Formula:	C21H28N4O2
Canonical SMILES:	CCO/N=C/c1ccc(cc1)OCCC1CCN(CC1)c1ccc(nn1)C
Standard InCHI:	InChI=1S/C21H28N4O2/c1-3-27-22-16-19-5-7-20(8-6-19)26-15-12-18-10-13-25(14-11-18)21-9-4-17(2)23-24-21/h4-9,16,18H,3,10-15H2,1-2H3/b22-16+
Standard InCHIKey:	LNKHWGSSSPTTHB-CJLVFECKSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4681

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	380
0.1-0.2	2837
0.2-0.3	9836
0.3-0.4	4480
0.4-0.5	10302
0.5-0.6	2768
0.6-0.7	286
0.7-0.8	1
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	0.7213	NPC177404
Remote Similarity	0.6915	NPC194967
Remote Similarity	0.689	NPC290689
Remote Similarity	0.685	NPC133140
Remote Similarity	0.685	NPC195268
Remote Similarity	0.6849	NPC315822
Remote Similarity	0.6814	NPC4071
Remote Similarity	0.6814	NPC476578
Remote Similarity	0.6814	NPC476582
Remote Similarity	0.6794	NPC476465
Remote Similarity	0.6793	NPC26872
Remote Similarity	0.6774	NPC26850
Remote Similarity	0.6769	NPC222592
Remote Similarity	0.6769	NPC168486
Remote Similarity	0.6753	NPC283152
Remote Similarity	0.6736	NPC312872
Remote Similarity	0.6735	NPC470474
Remote Similarity	0.6731	NPC476581
Remote Similarity	0.6731	NPC36229
Remote Similarity	0.6731	NPC16452
Remote Similarity	0.672	NPC315257
Remote Similarity	0.6714	NPC475910
Remote Similarity	0.6699	NPC472111
Remote Similarity	0.6699	NPC470164
Remote Similarity	0.6699	NPC323345
Remote Similarity	0.6667	NPC476518
Remote Similarity	0.6667	NPC264176
Remote Similarity	0.6667	NPC477888
Remote Similarity	0.6651	NPC165349
Remote Similarity	0.6651	NPC274291
Remote Similarity	0.6651	NPC47059
Remote Similarity	0.6651	NPC329708
Remote Similarity	0.6651	NPC264166
Remote Similarity	0.6651	NPC118832
Remote Similarity	0.665	NPC287437
Remote Similarity	0.665	NPC289786
Remote Similarity	0.6632	NPC121658
Remote Similarity	0.6632	NPC14651
Remote Similarity	0.662	NPC242923
Remote Similarity	0.6618	NPC329747
Remote Similarity	0.6618	NPC477019
Remote Similarity	0.6618	NPC329793
Remote Similarity	0.6609	NPC56271
Remote Similarity	0.6604	NPC469589
Remote Similarity	0.6597	NPC471178
Remote Similarity	0.6588	NPC313189
Remote Similarity	0.6587	NPC31930
Remote Similarity	0.6585	NPC473053
Remote Similarity	0.6566	NPC118776
Remote Similarity	0.6552	NPC469390
Remote Similarity	0.6531	NPC288943
Remote Similarity	0.6512	NPC296482
Remote Similarity	0.6512	NPC202605
Remote Similarity	0.6512	NPC202768
Remote Similarity	0.6512	NPC472098
Remote Similarity	0.6512	NPC53069
Remote Similarity	0.6512	NPC112206
Remote Similarity	0.6505	NPC472193
Remote Similarity	0.6504	NPC180504
Remote Similarity	0.65	NPC62069
Remote Similarity	0.6493	NPC285558
Remote Similarity	0.6481	NPC471080
Remote Similarity	0.6481	NPC469592
Remote Similarity	0.6474	NPC84508
Remote Similarity	0.6459	NPC11017
Remote Similarity	0.6458	NPC118511
Remote Similarity	0.6436	NPC204385
Remote Similarity	0.6436	NPC61350
Remote Similarity	0.6432	NPC135549
Remote Similarity	0.6429	NPC470586
Remote Similarity	0.6422	NPC471593
Remote Similarity	0.6419	NPC123976
Remote Similarity	0.6419	NPC167860
Remote Similarity	0.6418	NPC84478
Remote Similarity	0.6413	NPC471615
Remote Similarity	0.6409	NPC308906
Remote Similarity	0.6406	NPC471177
Remote Similarity	0.6406	NPC124542
Remote Similarity	0.6406	NPC59779
Remote Similarity	0.6404	NPC66083
Remote Similarity	0.6402	NPC470931
Remote Similarity	0.64	NPC206201
Remote Similarity	0.64	NPC266551
Remote Similarity	0.6394	NPC267928
Remote Similarity	0.639	NPC92111
Remote Similarity	0.6382	NPC472168
Remote Similarity	0.6381	NPC234197
Remote Similarity	0.6373	NPC110741
Remote Similarity	0.6372	NPC174758
Remote Similarity	0.6368	NPC469440
Remote Similarity	0.6364	NPC469594
Remote Similarity	0.6364	NPC72211
Remote Similarity	0.636	NPC96584
Remote Similarity	0.636	NPC255800
Remote Similarity	0.6359	NPC96405
Remote Similarity	0.6359	NPC141915
Remote Similarity	0.6359	NPC114335
Remote Similarity	0.6359	NPC280964
Remote Similarity	0.6359	NPC171409
Remote Similarity	0.6356	NPC187145
Remote Similarity	0.6351	NPC232727
Remote Similarity	0.6347	NPC274982
Remote Similarity	0.6347	NPC148183
Remote Similarity	0.6347	NPC152768
Remote Similarity	0.6345	NPC111624
Remote Similarity	0.6344	NPC201508
Remote Similarity	0.6341	NPC76748
Remote Similarity	0.6329	NPC79293
Remote Similarity	0.6329	NPC307963
Remote Similarity	0.6329	NPC279401
Remote Similarity	0.6321	NPC295898
Remote Similarity	0.6321	NPC216816
Remote Similarity	0.6318	NPC219963
Remote Similarity	0.6318	NPC144114
Remote Similarity	0.6318	NPC305984
Remote Similarity	0.6316	NPC224928
Remote Similarity	0.6306	NPC472099
Remote Similarity	0.6305	NPC20249
Remote Similarity	0.6303	NPC315957
Remote Similarity	0.6296	NPC13397
Remote Similarity	0.6294	NPC85482
Remote Similarity	0.6293	NPC296527
Remote Similarity	0.6291	NPC475774
Remote Similarity	0.629	NPC473822
Remote Similarity	0.6287	NPC176127
Remote Similarity	0.6284	NPC189724
Remote Similarity	0.6284	NPC83289
Remote Similarity	0.6284	NPC212850
Remote Similarity	0.6284	NPC251160
Remote Similarity	0.6272	NPC160666
Remote Similarity	0.6269	NPC285635
Remote Similarity	0.6268	NPC70259
Remote Similarity	0.6267	NPC471304
Remote Similarity	0.6267	NPC470020
Remote Similarity	0.6267	NPC21638
Remote Similarity	0.6262	NPC473569
Remote Similarity	0.6261	NPC213530
Remote Similarity	0.6261	NPC193267
Remote Similarity	0.6256	NPC236668
Remote Similarity	0.625	NPC82548
Remote Similarity	0.625	NPC280272
Remote Similarity	0.6244	NPC74382
Remote Similarity	0.6244	NPC52801
Remote Similarity	0.6244	NPC206251
Remote Similarity	0.6238	NPC161887
Remote Similarity	0.6237	NPC247298
Remote Similarity	0.6233	NPC474145
Remote Similarity	0.6233	NPC475841
Remote Similarity	0.6227	NPC146976
Remote Similarity	0.6226	NPC176538
Remote Similarity	0.6221	NPC174672
Remote Similarity	0.622	NPC205934
Remote Similarity	0.622	NPC43787
Remote Similarity	0.6216	NPC473041
Remote Similarity	0.6215	NPC162484
Remote Similarity	0.6215	NPC223427
Remote Similarity	0.6214	NPC472289
Remote Similarity	0.6212	NPC476686
Remote Similarity	0.6212	NPC105758
Remote Similarity	0.6212	NPC476688
Remote Similarity	0.6202	NPC473004
Remote Similarity	0.6199	NPC62995
Remote Similarity	0.6199	NPC170114
Remote Similarity	0.6197	NPC267423
Remote Similarity	0.6197	NPC476044
Remote Similarity	0.619	NPC251090
Remote Similarity	0.6184	NPC471762
Remote Similarity	0.6184	NPC66777
Remote Similarity	0.6182	NPC162530
Remote Similarity	0.6181	NPC471294
Remote Similarity	0.6178	NPC476568
Remote Similarity	0.6176	NPC320394
Remote Similarity	0.6176	NPC284559
Remote Similarity	0.6173	NPC24954
Remote Similarity	0.6171	NPC473513
Remote Similarity	0.617	NPC245974
Remote Similarity	0.617	NPC161292
Remote Similarity	0.6169	NPC211997
Remote Similarity	0.6168	NPC475085
Remote Similarity	0.6168	NPC291535
Remote Similarity	0.6168	NPC475112
Remote Similarity	0.6167	NPC274732
Remote Similarity	0.6164	NPC208284
Remote Similarity	0.6157	NPC476106
Remote Similarity	0.6154	NPC475411
Remote Similarity	0.6154	NPC470549
Remote Similarity	0.615	NPC471323
Remote Similarity	0.615	NPC249040
Remote Similarity	0.6146	NPC42591
Remote Similarity	0.6143	NPC280638
Remote Similarity	0.6143	NPC173080
Remote Similarity	0.6139	NPC232340
Remote Similarity	0.6136	NPC471603
Remote Similarity	0.6131	NPC258773
Remote Similarity	0.6127	NPC133306
Remote Similarity	0.6127	NPC263835
Remote Similarity	0.6119	NPC473432
Remote Similarity	0.6119	NPC134586
Remote Similarity	0.6116	NPC168209
Remote Similarity	0.6116	NPC17565

Drug Structure

NPD4681 OpenBabel08211705262D 27 29 0 0 0 0 0 0 0 0999 V2000 -12.1244 1.0000 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 -12.1244 -0.0000 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 -8.6603 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -0.0000 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 -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 -4.3301 1.5000 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 -5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -0.5000 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 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 1.0000 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 -10.3923 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 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 -6.0622 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 17 1 0 0 0 0 3 27 1 0 0 0 0 4 9 2 0 0 0 0 4 17 1 0 0 0 0 5 7 1 0 0 0 0 5 19 2 0 0 0 0 6 8 2 0 0 0 0 6 19 1 0 0 0 0 7 20 2 0 0 0 0 8 20 1 0 0 0 0 9 21 1 0 0 0 0 10 13 1 0 0 0 0 10 18 1 0 0 0 0 11 14 1 0 0 0 0 11 18 1 0 0 0 0 12 15 1 0 0 0 0 12 18 1 0 0 0 0 13 25 1 0 0 0 0 14 25 1 0 0 0 0 15 26 1 0 0 0 0 16 19 1 0 0 0 0 16 22 2 0 0 0 0 17 23 2 0 0 0 0 20 26 1 0 0 0 0 21 24 2 0 0 0 0 21 25 1 0 0 0 0 22 27 1 0 0 0 0 23 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002895
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9579252
ChEBI
CAS Number

Drug Properties

Molecular Weight	368.22
ALogP	-0.6723
MLogP	3.11
XLogP	5.68
HDA	3
HBD	0
Rotatable Bonds	10
TPSA	59.84
RO5 Violation	1