NPASS drugs

Drug Information

Drug ID:	NPD4766
Drug Name:
Molecular Formula:	C21H31NO2
Canonical SMILES:	CCN(CCCOC(=O)C1(C[C@H]2C[C@@H]1CC2)c1ccccc1)CC
Standard InCHI:	InChI=1S/C21H31NO2/c1-3-22(4-2)13-8-14-24-20(23)21(18-9-6-5-7-10-18)16-17-11-12-19(21)15-17/h5-7,9-10,17,19H,3-4,8,11-16H2,1-2H3/t17-,19+,21?/m1/s1
Standard InCHIKey:	BDNMABJZSXTKAQ-VCPDFFEISA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4766

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	79
0.1-0.2	643
0.2-0.3	1326
0.3-0.4	4178
0.4-0.5	16844
0.5-0.6	6830
0.6-0.7	937
0.7-0.8	52
0.8-0.85	1
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	0.8319	NPC158854
Intermediate Similarity	0.7742	NPC317474
Intermediate Similarity	0.7742	NPC169485
Intermediate Similarity	0.7742	NPC84281
Intermediate Similarity	0.7742	NPC213126
Intermediate Similarity	0.7742	NPC291027
Intermediate Similarity	0.7522	NPC7435
Intermediate Similarity	0.75	NPC226041
Intermediate Similarity	0.7456	NPC264728
Intermediate Similarity	0.7453	NPC294134
Intermediate Similarity	0.7368	NPC221825
Intermediate Similarity	0.7339	NPC9822
Intermediate Similarity	0.7328	NPC69496
Intermediate Similarity	0.7288	NPC142326
Intermediate Similarity	0.7288	NPC94751
Intermediate Similarity	0.7288	NPC85560
Intermediate Similarity	0.7288	NPC244933
Intermediate Similarity	0.7281	NPC120393
Intermediate Similarity	0.7264	NPC270507
Intermediate Similarity	0.7264	NPC288903
Intermediate Similarity	0.7257	NPC469893
Intermediate Similarity	0.7257	NPC261947
Intermediate Similarity	0.7246	NPC471516
Intermediate Similarity	0.7193	NPC469891
Intermediate Similarity	0.7193	NPC469892
Intermediate Similarity	0.7193	NPC469890
Intermediate Similarity	0.717	NPC323103
Intermediate Similarity	0.717	NPC103387
Intermediate Similarity	0.7164	NPC233910
Intermediate Similarity	0.7164	NPC245836
Intermediate Similarity	0.7156	NPC322387
Intermediate Similarity	0.7154	NPC474847
Intermediate Similarity	0.7143	NPC37914
Intermediate Similarity	0.713	NPC322598
Intermediate Similarity	0.7117	NPC86670
Intermediate Similarity	0.7117	NPC84288
Intermediate Similarity	0.7117	NPC70940
Intermediate Similarity	0.7117	NPC274455
Intermediate Similarity	0.7099	NPC65310
Intermediate Similarity	0.7091	NPC329064
Intermediate Similarity	0.7083	NPC112903
Intermediate Similarity	0.7073	NPC469547
Intermediate Similarity	0.7059	NPC476198
Intermediate Similarity	0.7054	NPC26285
Intermediate Similarity	0.704	NPC9274
Intermediate Similarity	0.7037	NPC313663
Intermediate Similarity	0.7009	NPC473325
Intermediate Similarity	0.7009	NPC128248
Intermediate Similarity	0.7009	NPC225079
Intermediate Similarity	0.7009	NPC133809
Intermediate Similarity	0.7009	NPC136810
Intermediate Similarity	0.7	NPC185763
Intermediate Similarity	0.7	NPC83409
Remote Similarity	0.6981	NPC121800
Remote Similarity	0.6977	NPC50872
Remote Similarity	0.6963	NPC470278
Remote Similarity	0.6963	NPC246913
Remote Similarity	0.6942	NPC249811
Remote Similarity	0.6929	NPC45794
Remote Similarity	0.6917	NPC471186
Remote Similarity	0.6905	NPC473573
Remote Similarity	0.6903	NPC86987
Remote Similarity	0.6897	NPC270654
Remote Similarity	0.6887	NPC170484
Remote Similarity	0.6885	NPC469636
Remote Similarity	0.6884	NPC478140
Remote Similarity	0.688	NPC307651
Remote Similarity	0.6879	NPC475128
Remote Similarity	0.687	NPC172925
Remote Similarity	0.6855	NPC280789
Remote Similarity	0.6855	NPC270699
Remote Similarity	0.6855	NPC82899
Remote Similarity	0.6853	NPC475578
Remote Similarity	0.6838	NPC72915
Remote Similarity	0.6835	NPC281104
Remote Similarity	0.6829	NPC214067
Remote Similarity	0.6829	NPC196246
Remote Similarity	0.6825	NPC221275
Remote Similarity	0.6821	NPC476750
Remote Similarity	0.6809	NPC57976
Remote Similarity	0.6803	NPC21929
Remote Similarity	0.68	NPC287055
Remote Similarity	0.68	NPC128368
Remote Similarity	0.68	NPC242957
Remote Similarity	0.68	NPC306977
Remote Similarity	0.68	NPC206414
Remote Similarity	0.6791	NPC48992
Remote Similarity	0.6789	NPC44830
Remote Similarity	0.6789	NPC285773
Remote Similarity	0.678	NPC476042
Remote Similarity	0.678	NPC146351
Remote Similarity	0.6779	NPC93343
Remote Similarity	0.6774	NPC1082
Remote Similarity	0.6774	NPC475002
Remote Similarity	0.6774	NPC95126
Remote Similarity	0.6774	NPC305912
Remote Similarity	0.6769	NPC473243
Remote Similarity	0.6765	NPC475508
Remote Similarity	0.6759	NPC476757
Remote Similarity	0.6755	NPC73644
Remote Similarity	0.6754	NPC475023
Remote Similarity	0.6754	NPC475059
Remote Similarity	0.675	NPC329556
Remote Similarity	0.6748	NPC10251
Remote Similarity	0.6748	NPC17417
Remote Similarity	0.6748	NPC83628
Remote Similarity	0.6748	NPC265407
Remote Similarity	0.6742	NPC472703
Remote Similarity	0.6739	NPC472656
Remote Similarity	0.6736	NPC260194
Remote Similarity	0.6736	NPC328824
Remote Similarity	0.6726	NPC220893
Remote Similarity	0.6723	NPC245927
Remote Similarity	0.6721	NPC474111
Remote Similarity	0.6721	NPC329705
Remote Similarity	0.6719	NPC212891
Remote Similarity	0.6716	NPC100402
Remote Similarity	0.6716	NPC476599
Remote Similarity	0.6716	NPC9180
Remote Similarity	0.6713	NPC473922
Remote Similarity	0.6696	NPC475057
Remote Similarity	0.6695	NPC225060
Remote Similarity	0.6695	NPC35448
Remote Similarity	0.6695	NPC78701
Remote Similarity	0.6694	NPC19136
Remote Similarity	0.6694	NPC251854
Remote Similarity	0.6694	NPC93084
Remote Similarity	0.6692	NPC472704
Remote Similarity	0.6692	NPC473938
Remote Similarity	0.6692	NPC8990
Remote Similarity	0.6692	NPC202015
Remote Similarity	0.6692	NPC328107
Remote Similarity	0.6692	NPC204784
Remote Similarity	0.6691	NPC203486
Remote Similarity	0.6691	NPC471911
Remote Similarity	0.6691	NPC4242
Remote Similarity	0.669	NPC473541
Remote Similarity	0.6667	NPC56493
Remote Similarity	0.6667	NPC152812
Remote Similarity	0.6667	NPC474112
Remote Similarity	0.6667	NPC475710
Remote Similarity	0.6667	NPC470274
Remote Similarity	0.6644	NPC94602
Remote Similarity	0.6642	NPC122504
Remote Similarity	0.6642	NPC42234
Remote Similarity	0.6642	NPC477369
Remote Similarity	0.6642	NPC3450
Remote Similarity	0.6642	NPC82712
Remote Similarity	0.6641	NPC190663
Remote Similarity	0.6641	NPC80150
Remote Similarity	0.6641	NPC470585
Remote Similarity	0.664	NPC210089
Remote Similarity	0.6639	NPC321670
Remote Similarity	0.6618	NPC165726
Remote Similarity	0.6618	NPC213969
Remote Similarity	0.6617	NPC108286
Remote Similarity	0.6615	NPC310467
Remote Similarity	0.6614	NPC471721
Remote Similarity	0.6614	NPC241851
Remote Similarity	0.6614	NPC153053
Remote Similarity	0.6612	NPC474365
Remote Similarity	0.6612	NPC89886
Remote Similarity	0.6612	NPC301943
Remote Similarity	0.661	NPC249912
Remote Similarity	0.661	NPC276775
Remote Similarity	0.661	NPC92754
Remote Similarity	0.6603	NPC476749
Remote Similarity	0.6597	NPC475135
Remote Similarity	0.6593	NPC275576
Remote Similarity	0.6593	NPC477366
Remote Similarity	0.6593	NPC470765
Remote Similarity	0.6589	NPC242764
Remote Similarity	0.6589	NPC105141
Remote Similarity	0.6587	NPC471189
Remote Similarity	0.6587	NPC471188
Remote Similarity	0.6585	NPC274089
Remote Similarity	0.6585	NPC191215
Remote Similarity	0.6585	NPC119271
Remote Similarity	0.6583	NPC70624
Remote Similarity	0.6579	NPC231591
Remote Similarity	0.6571	NPC329913
Remote Similarity	0.6571	NPC298547
Remote Similarity	0.6571	NPC324898
Remote Similarity	0.6571	NPC126516
Remote Similarity	0.6571	NPC48929
Remote Similarity	0.6571	NPC134937
Remote Similarity	0.6567	NPC285394
Remote Similarity	0.6567	NPC477362
Remote Similarity	0.6565	NPC472708
Remote Similarity	0.6562	NPC476357
Remote Similarity	0.6562	NPC210092
Remote Similarity	0.656	NPC174099
Remote Similarity	0.656	NPC63511
Remote Similarity	0.6557	NPC329282
Remote Similarity	0.6555	NPC271475
Remote Similarity	0.6555	NPC145052
Remote Similarity	0.6549	NPC153007
Remote Similarity	0.6549	NPC475373
Remote Similarity	0.6549	NPC89377
Remote Similarity	0.6549	NPC243893

Drug Structure

NPD4766 OpenBabel08211705272D 24 26 0 0 1 0 0 0 0 0999 V2000 -0.2368 5.1850 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2763 1.9859 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9585 4.5353 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4782 2.9357 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6476 -1.0725 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8067 -1.5581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6476 -0.1015 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3689 2.3356 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9657 -1.0725 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8067 0.3840 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9317 0.2029 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5368 -0.6842 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1670 3.2854 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2924 2.0355 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5763 0.2748 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3950 0.8871 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3609 0.9886 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9657 -0.1015 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5709 -0.7857 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.5708 0.7856 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.7566 3.5855 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.1509 1.4353 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4943 1.0857 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 22 1 0 0 0 0 4 22 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 9 1 0 0 0 0 7 10 2 0 0 0 0 8 13 1 0 0 0 0 8 14 1 0 0 0 0 9 18 2 0 0 0 0 10 18 1 0 0 0 0 11 12 1 0 0 0 0 12 19 1 0 0 0 0 13 22 1 0 0 0 0 14 24 1 0 0 0 0 15 17 1 0 0 0 0 15 19 1 0 0 0 0 16 17 1 0 0 0 0 16 21 1 0 0 0 0 17 11 1 1 0 0 0 18 21 1 0 0 0 0 19 21 1 1 0 0 0 20 21 1 0 0 0 0 20 23 2 0 0 0 0 20 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001180
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	329.24
ALogP	0.2755
MLogP	3.44
XLogP	6.426
HDA	3
HBD	0
Rotatable Bonds	11
TPSA	29.54
RO5 Violation	1