NPASS drugs

Drug Information

Drug ID:	NPD5577
Drug Name:
Molecular Formula:	C23H26N2O2
Canonical SMILES:	OC1=NC(=O)C(CC1)(C1CCN(CC1)Cc1ccccc1)c1ccccc1
Standard InCHI:	InChI=1S/C23H26N2O2/c26-21-11-14-23(22(27)24-21,19-9-5-2-6-10-19)20-12-15-25(16-13-20)17-18-7-3-1-4-8-18/h1-10,20H,11-17H2,(H,24,26,27)
Standard InCHIKey:	LQQIVYSCPWCSSD-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5577

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	123
0.1-0.2	749
0.2-0.3	2440
0.3-0.4	9116
0.4-0.5	14296
0.5-0.6	3606
0.6-0.7	540
0.7-0.8	20
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	0.784	NPC33742
Intermediate Similarity	0.7594	NPC474926
Intermediate Similarity	0.7521	NPC471317
Intermediate Similarity	0.7385	NPC470545
Intermediate Similarity	0.7344	NPC35850
Intermediate Similarity	0.7344	NPC276949
Intermediate Similarity	0.7328	NPC470546
Intermediate Similarity	0.7308	NPC315276
Intermediate Similarity	0.7308	NPC14672
Intermediate Similarity	0.7308	NPC285926
Intermediate Similarity	0.7308	NPC470544
Intermediate Similarity	0.7299	NPC111428
Intermediate Similarity	0.7299	NPC473322
Intermediate Similarity	0.725	NPC311242
Intermediate Similarity	0.72	NPC45033
Intermediate Similarity	0.7194	NPC255447
Intermediate Similarity	0.7164	NPC71684
Intermediate Similarity	0.7109	NPC319579
Intermediate Similarity	0.7097	NPC202613
Intermediate Similarity	0.7014	NPC316906
Remote Similarity	0.6986	NPC161069
Remote Similarity	0.6984	NPC473418
Remote Similarity	0.6972	NPC313663
Remote Similarity	0.6963	NPC200964
Remote Similarity	0.6957	NPC101719
Remote Similarity	0.6949	NPC470877
Remote Similarity	0.6942	NPC303045
Remote Similarity	0.6942	NPC161972
Remote Similarity	0.694	NPC220698
Remote Similarity	0.6934	NPC175726
Remote Similarity	0.6934	NPC474082
Remote Similarity	0.6929	NPC473498
Remote Similarity	0.6903	NPC104345
Remote Similarity	0.6899	NPC158854
Remote Similarity	0.6894	NPC471318
Remote Similarity	0.6891	NPC121872
Remote Similarity	0.6891	NPC74936
Remote Similarity	0.6891	NPC141139
Remote Similarity	0.6891	NPC471307
Remote Similarity	0.6891	NPC78041
Remote Similarity	0.6891	NPC159178
Remote Similarity	0.6891	NPC209764
Remote Similarity	0.6891	NPC172128
Remote Similarity	0.6884	NPC222466
Remote Similarity	0.6879	NPC200589
Remote Similarity	0.6842	NPC188010
Remote Similarity	0.6835	NPC79698
Remote Similarity	0.6833	NPC226438
Remote Similarity	0.6812	NPC6975
Remote Similarity	0.68	NPC138775
Remote Similarity	0.6774	NPC473297
Remote Similarity	0.6772	NPC472117
Remote Similarity	0.6772	NPC472121
Remote Similarity	0.6742	NPC474584
Remote Similarity	0.6735	NPC239762
Remote Similarity	0.6735	NPC163392
Remote Similarity	0.6721	NPC471309
Remote Similarity	0.672	NPC12730
Remote Similarity	0.6719	NPC167336
Remote Similarity	0.6715	NPC27833
Remote Similarity	0.6713	NPC316746
Remote Similarity	0.6693	NPC164859
Remote Similarity	0.6691	NPC35996
Remote Similarity	0.6689	NPC243162
Remote Similarity	0.6688	NPC211525
Remote Similarity	0.6688	NPC153694
Remote Similarity	0.6667	NPC239357
Remote Similarity	0.6667	NPC274089
Remote Similarity	0.6667	NPC325479
Remote Similarity	0.6667	NPC132636
Remote Similarity	0.6667	NPC202521
Remote Similarity	0.6667	NPC191215
Remote Similarity	0.6667	NPC477937
Remote Similarity	0.6667	NPC246913
Remote Similarity	0.6667	NPC256452
Remote Similarity	0.6667	NPC327481
Remote Similarity	0.6646	NPC148468
Remote Similarity	0.6646	NPC263709
Remote Similarity	0.6646	NPC278887
Remote Similarity	0.6646	NPC97380
Remote Similarity	0.6646	NPC63210
Remote Similarity	0.6646	NPC243673
Remote Similarity	0.6646	NPC310403
Remote Similarity	0.6644	NPC76785
Remote Similarity	0.6644	NPC260045
Remote Similarity	0.6644	NPC474855
Remote Similarity	0.6644	NPC79465
Remote Similarity	0.6644	NPC118099
Remote Similarity	0.6644	NPC273907
Remote Similarity	0.6644	NPC293377
Remote Similarity	0.6644	NPC90194
Remote Similarity	0.6644	NPC474787
Remote Similarity	0.6644	NPC9687
Remote Similarity	0.6644	NPC475598
Remote Similarity	0.6644	NPC476102
Remote Similarity	0.6644	NPC151706
Remote Similarity	0.6644	NPC475318
Remote Similarity	0.6644	NPC49577
Remote Similarity	0.6644	NPC474811
Remote Similarity	0.6643	NPC285394
Remote Similarity	0.6643	NPC314431
Remote Similarity	0.6626	NPC355
Remote Similarity	0.6622	NPC153007
Remote Similarity	0.6619	NPC291027
Remote Similarity	0.6619	NPC213126
Remote Similarity	0.6619	NPC84281
Remote Similarity	0.6619	NPC317474
Remote Similarity	0.6619	NPC169485
Remote Similarity	0.6613	NPC25565
Remote Similarity	0.6604	NPC68650
Remote Similarity	0.6597	NPC183722
Remote Similarity	0.6597	NPC130309
Remote Similarity	0.6597	NPC126458
Remote Similarity	0.6594	NPC476990
Remote Similarity	0.6593	NPC473573
Remote Similarity	0.6589	NPC476198
Remote Similarity	0.6585	NPC293255
Remote Similarity	0.6585	NPC181138
Remote Similarity	0.6585	NPC21752
Remote Similarity	0.6585	NPC298851
Remote Similarity	0.6585	NPC276993
Remote Similarity	0.6585	NPC210415
Remote Similarity	0.6584	NPC472106
Remote Similarity	0.6582	NPC113946
Remote Similarity	0.6573	NPC469666
Remote Similarity	0.6569	NPC310467
Remote Similarity	0.6562	NPC476231
Remote Similarity	0.6562	NPC472101
Remote Similarity	0.6562	NPC472120
Remote Similarity	0.656	NPC475439
Remote Similarity	0.656	NPC473501
Remote Similarity	0.6557	NPC470926
Remote Similarity	0.6556	NPC471680
Remote Similarity	0.6556	NPC5620
Remote Similarity	0.6556	NPC209509
Remote Similarity	0.6554	NPC242159
Remote Similarity	0.6554	NPC313694
Remote Similarity	0.6552	NPC257390
Remote Similarity	0.6552	NPC473962
Remote Similarity	0.6541	NPC329011
Remote Similarity	0.6538	NPC474804
Remote Similarity	0.6538	NPC130898
Remote Similarity	0.6538	NPC474973
Remote Similarity	0.6525	NPC22746
Remote Similarity	0.6512	NPC275467
Remote Similarity	0.65	NPC252878
Remote Similarity	0.65	NPC472102
Remote Similarity	0.65	NPC73644
Remote Similarity	0.65	NPC309531
Remote Similarity	0.65	NPC471638
Remote Similarity	0.6496	NPC169328
Remote Similarity	0.6494	NPC254798
Remote Similarity	0.6481	NPC52059
Remote Similarity	0.6481	NPC470069
Remote Similarity	0.6479	NPC47667
Remote Similarity	0.6479	NPC4974
Remote Similarity	0.6475	NPC478016
Remote Similarity	0.6475	NPC478014
Remote Similarity	0.6475	NPC478015
Remote Similarity	0.6474	NPC122590
Remote Similarity	0.6471	NPC16188
Remote Similarity	0.6467	NPC269398
Remote Similarity	0.6467	NPC263493
Remote Similarity	0.6467	NPC315051
Remote Similarity	0.6463	NPC474473
Remote Similarity	0.6463	NPC248283
Remote Similarity	0.6462	NPC143516
Remote Similarity	0.646	NPC471051
Remote Similarity	0.646	NPC471052
Remote Similarity	0.646	NPC471053
Remote Similarity	0.6458	NPC81092
Remote Similarity	0.6458	NPC116057
Remote Similarity	0.6458	NPC472413
Remote Similarity	0.6458	NPC103605
Remote Similarity	0.6456	NPC161827
Remote Similarity	0.6454	NPC46427
Remote Similarity	0.6443	NPC77992
Remote Similarity	0.6442	NPC214960
Remote Similarity	0.6442	NPC279527
Remote Similarity	0.6438	NPC471527
Remote Similarity	0.6433	NPC307396
Remote Similarity	0.6429	NPC248462
Remote Similarity	0.6429	NPC314192
Remote Similarity	0.6429	NPC33168
Remote Similarity	0.6424	NPC22082
Remote Similarity	0.6424	NPC186284
Remote Similarity	0.6419	NPC300299
Remote Similarity	0.6415	NPC29285
Remote Similarity	0.6414	NPC300315
Remote Similarity	0.641	NPC233702
Remote Similarity	0.6408	NPC317758
Remote Similarity	0.6406	NPC136810
Remote Similarity	0.6406	NPC133809
Remote Similarity	0.6406	NPC128248
Remote Similarity	0.6405	NPC314114
Remote Similarity	0.6405	NPC262077
Remote Similarity	0.64	NPC58674
Remote Similarity	0.64	NPC471316
Remote Similarity	0.6398	NPC225319
Remote Similarity	0.6398	NPC143457

Drug Structure

NPD5577 OpenBabel08211708292D 28 31 0 0 1 0 0 0 0 0999 V2000 7.4935 0.9187 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1265 -3.4076 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6545 0.4343 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4935 1.8874 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2315 -3.0368 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8951 -2.8178 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8156 0.9187 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6545 2.3718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1051 -2.0764 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7687 -1.8574 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4343 1.6208 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4597 1.8874 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2987 0.4343 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3700 1.3700 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2987 2.3718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1376 0.9187 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9766 2.3718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8156 1.8874 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8736 -1.4866 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4597 0.9187 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2507 0.9357 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9357 -0.2507 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6208 0.4343 0.0000 C 0 0 3 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 4.1376 1.8874 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.1865 1.1865 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1865 -1.1865 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8715 0.5015 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 4 1 0 0 0 0 2 5 2 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 8 2 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 7 18 2 0 0 0 0 8 18 1 0 0 0 0 9 19 2 0 0 0 0 10 19 1 0 0 0 0 11 14 1 0 0 0 0 11 21 1 0 0 0 0 12 15 1 0 0 0 0 12 20 1 0 0 0 0 13 16 1 0 0 0 0 13 20 1 0 0 0 0 14 23 1 0 0 0 0 15 25 1 0 0 0 0 16 25 1 0 0 0 0 17 18 1 0 0 0 0 17 25 1 0 0 0 0 19 23 1 0 0 0 0 20 23 1 0 0 0 0 21 24 2 0 0 0 0 21 26 1 0 0 0 0 22 23 1 0 0 0 0 22 24 1 0 0 0 0 22 27 2 0 0 0 0 26 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004058
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	21846
ChEBI
CAS Number

Drug Properties

Molecular Weight	362.20
ALogP	-1.958
MLogP	3.55
XLogP	6.523
HDA	4
HBD	1
Rotatable Bonds	5
TPSA	52.9
RO5 Violation	1