NPASS drugs

Drug Information

Drug ID:	NPD4642
Drug Name:
Molecular Formula:	C21H27N3O3
Canonical SMILES:	CCOC(=O)c1ccc(cc1)OCCC1CCN(CC1)c1ccc(nn1)C
Standard InCHI:	InChI=1S/C21H27N3O3/c1-3-26-21(25)18-5-7-19(8-6-18)27-15-12-17-10-13-24(14-11-17)20-9-4-16(2)22-23-20/h4-9,17H,3,10-15H2,1-2H3
Standard InCHIKey:	KCHIOGFOPPOUJC-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4642

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	292
0.1-0.2	1853
0.2-0.3	7727
0.3-0.4	4741
0.4-0.5	9094
0.5-0.6	6651
0.6-0.7	531
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	0.7098	NPC21638
Remote Similarity	0.6986	NPC264176
Remote Similarity	0.692	NPC472099
Remote Similarity	0.6912	NPC193238
Remote Similarity	0.6892	NPC62995
Remote Similarity	0.6833	NPC472098
Remote Similarity	0.6816	NPC148183
Remote Similarity	0.6816	NPC152768
Remote Similarity	0.681	NPC473105
Remote Similarity	0.6802	NPC236668
Remote Similarity	0.6783	NPC66777
Remote Similarity	0.6771	NPC146976
Remote Similarity	0.6745	NPC471825
Remote Similarity	0.671	NPC471762
Remote Similarity	0.67	NPC299582
Remote Similarity	0.6698	NPC234933
Remote Similarity	0.6667	NPC470020
Remote Similarity	0.6667	NPC280714
Remote Similarity	0.6652	NPC473449
Remote Similarity	0.6651	NPC235194
Remote Similarity	0.664	NPC191489
Remote Similarity	0.6637	NPC146418
Remote Similarity	0.6623	NPC469439
Remote Similarity	0.6619	NPC194040
Remote Similarity	0.6618	NPC191310
Remote Similarity	0.6609	NPC24019
Remote Similarity	0.6608	NPC473041
Remote Similarity	0.6602	NPC315631
Remote Similarity	0.6596	NPC329631
Remote Similarity	0.6595	NPC478078
Remote Similarity	0.6595	NPC187145
Remote Similarity	0.6595	NPC157931
Remote Similarity	0.6579	NPC298436
Remote Similarity	0.6573	NPC1820
Remote Similarity	0.6573	NPC475411
Remote Similarity	0.6553	NPC471004
Remote Similarity	0.6553	NPC474192
Remote Similarity	0.6553	NPC84347
Remote Similarity	0.6553	NPC475720
Remote Similarity	0.655	NPC54066
Remote Similarity	0.6545	NPC207971
Remote Similarity	0.6534	NPC100734
Remote Similarity	0.6534	NPC88923
Remote Similarity	0.6534	NPC315634
Remote Similarity	0.6532	NPC198160
Remote Similarity	0.6522	NPC9475
Remote Similarity	0.6516	NPC268077
Remote Similarity	0.6507	NPC288305
Remote Similarity	0.6502	NPC314861
Remote Similarity	0.65	NPC15987
Remote Similarity	0.65	NPC119134
Remote Similarity	0.6495	NPC28510
Remote Similarity	0.6494	NPC210434
Remote Similarity	0.6484	NPC312870
Remote Similarity	0.6484	NPC294909
Remote Similarity	0.6484	NPC199851
Remote Similarity	0.6484	NPC128265
Remote Similarity	0.6484	NPC254240
Remote Similarity	0.6481	NPC198401
Remote Similarity	0.6481	NPC476436
Remote Similarity	0.648	NPC214239
Remote Similarity	0.6473	NPC124300
Remote Similarity	0.6471	NPC41216
Remote Similarity	0.6471	NPC317572
Remote Similarity	0.6471	NPC108342
Remote Similarity	0.6468	NPC71124
Remote Similarity	0.6465	NPC206109
Remote Similarity	0.6465	NPC114039
Remote Similarity	0.6463	NPC96321
Remote Similarity	0.6461	NPC107123
Remote Similarity	0.6457	NPC4687
Remote Similarity	0.6454	NPC328928
Remote Similarity	0.6446	NPC291609
Remote Similarity	0.6444	NPC189903
Remote Similarity	0.6444	NPC182907
Remote Similarity	0.6441	NPC474688
Remote Similarity	0.6438	NPC97746
Remote Similarity	0.6438	NPC471615
Remote Similarity	0.6438	NPC123395
Remote Similarity	0.6438	NPC241263
Remote Similarity	0.6429	NPC90875
Remote Similarity	0.6426	NPC311906
Remote Similarity	0.6422	NPC216612
Remote Similarity	0.6419	NPC305984
Remote Similarity	0.6414	NPC233334
Remote Similarity	0.6413	NPC472287
Remote Similarity	0.6413	NPC472111
Remote Similarity	0.6413	NPC472286
Remote Similarity	0.6411	NPC475301
Remote Similarity	0.6411	NPC53255
Remote Similarity	0.6411	NPC85879
Remote Similarity	0.6411	NPC326930
Remote Similarity	0.6408	NPC249614
Remote Similarity	0.6404	NPC50562
Remote Similarity	0.6402	NPC183805
Remote Similarity	0.6395	NPC322482
Remote Similarity	0.6393	NPC310618
Remote Similarity	0.639	NPC475816
Remote Similarity	0.6388	NPC116178
Remote Similarity	0.6386	NPC13603
Remote Similarity	0.6386	NPC93653
Remote Similarity	0.6384	NPC243850
Remote Similarity	0.6383	NPC257851
Remote Similarity	0.6379	NPC280799
Remote Similarity	0.6379	NPC198503
Remote Similarity	0.6377	NPC474881
Remote Similarity	0.6376	NPC108847
Remote Similarity	0.6376	NPC67658
Remote Similarity	0.6375	NPC473833
Remote Similarity	0.6372	NPC471304
Remote Similarity	0.6372	NPC269367
Remote Similarity	0.6372	NPC473569
Remote Similarity	0.6368	NPC289086
Remote Similarity	0.6368	NPC285923
Remote Similarity	0.636	NPC321166
Remote Similarity	0.636	NPC217903
Remote Similarity	0.6359	NPC230403
Remote Similarity	0.6355	NPC177404
Remote Similarity	0.6351	NPC474077
Remote Similarity	0.6349	NPC166722
Remote Similarity	0.6345	NPC303374
Remote Similarity	0.6345	NPC476429
Remote Similarity	0.6344	NPC87413
Remote Similarity	0.6343	NPC469390
Remote Similarity	0.634	NPC470018
Remote Similarity	0.6339	NPC300156
Remote Similarity	0.6339	NPC238457
Remote Similarity	0.6336	NPC323969
Remote Similarity	0.6336	NPC128115
Remote Similarity	0.6335	NPC284685
Remote Similarity	0.633	NPC135950
Remote Similarity	0.6329	NPC471648
Remote Similarity	0.6329	NPC278525
Remote Similarity	0.6326	NPC196251
Remote Similarity	0.6326	NPC44354
Remote Similarity	0.6326	NPC102338
Remote Similarity	0.6326	NPC111602
Remote Similarity	0.6326	NPC63199
Remote Similarity	0.6321	NPC469831
Remote Similarity	0.632	NPC314270
Remote Similarity	0.6318	NPC22481
Remote Similarity	0.6314	NPC74575
Remote Similarity	0.6311	NPC249583
Remote Similarity	0.6311	NPC16249
Remote Similarity	0.6306	NPC470586
Remote Similarity	0.6303	NPC5167
Remote Similarity	0.6303	NPC85613
Remote Similarity	0.6301	NPC245916
Remote Similarity	0.6301	NPC324619
Remote Similarity	0.6301	NPC194967
Remote Similarity	0.6301	NPC475315
Remote Similarity	0.63	NPC290689
Remote Similarity	0.63	NPC26872
Remote Similarity	0.6298	NPC73280
Remote Similarity	0.6296	NPC210296
Remote Similarity	0.6295	NPC329708
Remote Similarity	0.6295	NPC47059
Remote Similarity	0.6295	NPC274291
Remote Similarity	0.6295	NPC264166
Remote Similarity	0.6295	NPC118832
Remote Similarity	0.6295	NPC165349
Remote Similarity	0.6293	NPC168209
Remote Similarity	0.6292	NPC253675
Remote Similarity	0.6291	NPC62069
Remote Similarity	0.6291	NPC320394
Remote Similarity	0.6291	NPC469829
Remote Similarity	0.629	NPC5374
Remote Similarity	0.629	NPC103361
Remote Similarity	0.6287	NPC26850
Remote Similarity	0.6287	NPC315822
Remote Similarity	0.6286	NPC283152
Remote Similarity	0.6286	NPC124313
Remote Similarity	0.6284	NPC289786
Remote Similarity	0.6284	NPC254957
Remote Similarity	0.6283	NPC475910
Remote Similarity	0.6279	NPC21425
Remote Similarity	0.6279	NPC469830
Remote Similarity	0.6278	NPC295898
Remote Similarity	0.6277	NPC169402
Remote Similarity	0.6276	NPC49547
Remote Similarity	0.627	NPC84164
Remote Similarity	0.627	NPC207283
Remote Similarity	0.6268	NPC312872
Remote Similarity	0.6263	NPC266425
Remote Similarity	0.6262	NPC241025
Remote Similarity	0.6261	NPC16066
Remote Similarity	0.6261	NPC116238
Remote Similarity	0.626	NPC475533
Remote Similarity	0.6255	NPC318068
Remote Similarity	0.6245	NPC188400
Remote Similarity	0.6245	NPC15406
Remote Similarity	0.6244	NPC472284
Remote Similarity	0.6239	NPC53344
Remote Similarity	0.6239	NPC133140
Remote Similarity	0.6239	NPC195268
Remote Similarity	0.6239	NPC473004
Remote Similarity	0.6239	NPC321428
Remote Similarity	0.6238	NPC227683
Remote Similarity	0.6234	NPC207531
Remote Similarity	0.6234	NPC217176

Drug Structure

NPD4642 OpenBabel08211705262D 27 29 0 0 0 0 0 0 0 0999 V2000 7.7942 4.5000 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 8.6603 4.0000 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 6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 4.0000 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 4.5000 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 2.5981 1.5000 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 3.4641 3.0000 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 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 4.0000 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 2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 4.0000 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 7.7942 2.5000 0.0000 C 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 0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 16 1 0 0 0 0 3 26 1 0 0 0 0 4 9 2 0 0 0 0 4 16 1 0 0 0 0 5 7 1 0 0 0 0 5 18 2 0 0 0 0 6 8 2 0 0 0 0 6 18 1 0 0 0 0 7 19 2 0 0 0 0 8 19 1 0 0 0 0 9 20 1 0 0 0 0 10 13 1 0 0 0 0 10 17 1 0 0 0 0 11 14 1 0 0 0 0 11 17 1 0 0 0 0 12 15 1 0 0 0 0 12 17 1 0 0 0 0 13 24 1 0 0 0 0 14 24 1 0 0 0 0 15 27 1 0 0 0 0 16 22 2 0 0 0 0 18 21 1 0 0 0 0 19 27 1 0 0 0 0 20 23 2 0 0 0 0 20 24 1 0 0 0 0 21 25 2 0 0 0 0 21 26 1 0 0 0 0 22 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013249
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	369.21
ALogP	-0.5751
MLogP	3.11
XLogP	4.749
HDA	5
HBD	0
Rotatable Bonds	10
TPSA	64.55
RO5 Violation	0