NPASS drugs

Drug Information

Drug ID:	NPD4576
Drug Name:	Piperidolate
Molecular Formula:	C21H25NO2
Canonical SMILES:	CCN1CCCC(C1)OC(=O)C(c1ccccc1)c1ccccc1
Standard InCHI:	InChI=1S/C21H25NO2/c1-2-22-15-9-14-19(16-22)24-21(23)20(17-10-5-3-6-11-17)18-12-7-4-8-13-18/h3-8,10-13,19-20H,2,9,14-16H2,1H3
Standard InCHIKey:	KTHVBAZBLKXIHZ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4576

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	85
0.1-0.2	511
0.2-0.3	1454
0.3-0.4	4907
0.4-0.5	14476
0.5-0.6	8421
0.6-0.7	961
0.7-0.8	65
0.8-0.85	9
0.85-0.9	1
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
High Similarity	0.8829	NPC158854
Intermediate Similarity	0.8347	NPC317474
Intermediate Similarity	0.8347	NPC84281
Intermediate Similarity	0.8347	NPC169485
Intermediate Similarity	0.8347	NPC213126
Intermediate Similarity	0.8347	NPC291027
Intermediate Similarity	0.8175	NPC69496
Intermediate Similarity	0.8125	NPC245836
Intermediate Similarity	0.8125	NPC233910
Intermediate Similarity	0.8	NPC474847
Intermediate Similarity	0.7984	NPC313663
Intermediate Similarity	0.7874	NPC152850
Intermediate Similarity	0.7874	NPC89923
Intermediate Similarity	0.7874	NPC239990
Intermediate Similarity	0.7874	NPC105114
Intermediate Similarity	0.7874	NPC71933
Intermediate Similarity	0.7795	NPC136453
Intermediate Similarity	0.7692	NPC157311
Intermediate Similarity	0.7685	NPC9822
Intermediate Similarity	0.7656	NPC65310
Intermediate Similarity	0.7638	NPC285394
Intermediate Similarity	0.7634	NPC44805
Intermediate Similarity	0.7634	NPC8761
Intermediate Similarity	0.7619	NPC26285
Intermediate Similarity	0.7611	NPC322598
Intermediate Similarity	0.7521	NPC167336
Intermediate Similarity	0.7521	NPC476198
Intermediate Similarity	0.7478	NPC316797
Intermediate Similarity	0.7417	NPC65855
Intermediate Similarity	0.7417	NPC292758
Intermediate Similarity	0.7353	NPC281104
Intermediate Similarity	0.7323	NPC80150
Intermediate Similarity	0.7323	NPC190663
Intermediate Similarity	0.7315	NPC294134
Intermediate Similarity	0.7315	NPC475710
Intermediate Similarity	0.7302	NPC310467
Intermediate Similarity	0.7279	NPC127741
Intermediate Similarity	0.7266	NPC314192
Intermediate Similarity	0.7241	NPC476042
Intermediate Similarity	0.7222	NPC169328
Intermediate Similarity	0.7209	NPC160493
Intermediate Similarity	0.7207	NPC231591
Intermediate Similarity	0.7194	NPC161069
Intermediate Similarity	0.7176	NPC4974
Intermediate Similarity	0.7153	NPC478140
Intermediate Similarity	0.713	NPC288903
Intermediate Similarity	0.713	NPC270507
Intermediate Similarity	0.7111	NPC246913
Intermediate Similarity	0.7097	NPC128368
Intermediate Similarity	0.7083	NPC473418
Intermediate Similarity	0.708	NPC273907
Intermediate Similarity	0.708	NPC76785
Intermediate Similarity	0.708	NPC79465
Intermediate Similarity	0.708	NPC118099
Intermediate Similarity	0.708	NPC9687
Intermediate Similarity	0.708	NPC476102
Intermediate Similarity	0.708	NPC474855
Intermediate Similarity	0.708	NPC293377
Intermediate Similarity	0.708	NPC474787
Intermediate Similarity	0.708	NPC474811
Intermediate Similarity	0.708	NPC475598
Intermediate Similarity	0.708	NPC151706
Intermediate Similarity	0.708	NPC260045
Intermediate Similarity	0.708	NPC475318
Intermediate Similarity	0.708	NPC49577
Intermediate Similarity	0.708	NPC90194
Intermediate Similarity	0.7069	NPC270654
Intermediate Similarity	0.705	NPC163392
Intermediate Similarity	0.705	NPC239762
Intermediate Similarity	0.7045	NPC47667
Intermediate Similarity	0.7037	NPC103387
Intermediate Similarity	0.7037	NPC323103
Intermediate Similarity	0.7027	NPC322387
Intermediate Similarity	0.7015	NPC103605
Intermediate Similarity	0.7015	NPC81092
Remote Similarity	0.6993	NPC138775
Remote Similarity	0.6992	NPC24777
Remote Similarity	0.6991	NPC84288
Remote Similarity	0.6991	NPC70940
Remote Similarity	0.6991	NPC274455
Remote Similarity	0.6991	NPC86670
Remote Similarity	0.6972	NPC209509
Remote Similarity	0.697	NPC307020
Remote Similarity	0.6949	NPC7435
Remote Similarity	0.6949	NPC221825
Remote Similarity	0.6942	NPC67043
Remote Similarity	0.694	NPC210950
Remote Similarity	0.694	NPC199738
Remote Similarity	0.6923	NPC477061
Remote Similarity	0.6923	NPC478016
Remote Similarity	0.6923	NPC478015
Remote Similarity	0.6923	NPC478014
Remote Similarity	0.6923	NPC226041
Remote Similarity	0.6923	NPC45777
Remote Similarity	0.6917	NPC472165
Remote Similarity	0.6917	NPC329556
Remote Similarity	0.6901	NPC475128
Remote Similarity	0.6899	NPC237420
Remote Similarity	0.6894	NPC35996
Remote Similarity	0.6885	NPC142326
Remote Similarity	0.6885	NPC474111
Remote Similarity	0.6885	NPC94751
Remote Similarity	0.6885	NPC329705
Remote Similarity	0.688	NPC269340
Remote Similarity	0.6879	NPC269398
Remote Similarity	0.6879	NPC263493
Remote Similarity	0.6875	NPC329761
Remote Similarity	0.6875	NPC225648
Remote Similarity	0.6852	NPC121800
Remote Similarity	0.685	NPC472164
Remote Similarity	0.6831	NPC57976
Remote Similarity	0.6831	NPC139326
Remote Similarity	0.6828	NPC105717
Remote Similarity	0.6807	NPC12730
Remote Similarity	0.6803	NPC162104
Remote Similarity	0.68	NPC319579
Remote Similarity	0.6797	NPC188010
Remote Similarity	0.6783	NPC141607
Remote Similarity	0.6783	NPC187725
Remote Similarity	0.6783	NPC476978
Remote Similarity	0.678	NPC103048
Remote Similarity	0.6774	NPC469636
Remote Similarity	0.6765	NPC165726
Remote Similarity	0.6765	NPC213969
Remote Similarity	0.6759	NPC145113
Remote Similarity	0.6759	NPC170484
Remote Similarity	0.6759	NPC260194
Remote Similarity	0.6757	NPC122590
Remote Similarity	0.6752	NPC172925
Remote Similarity	0.675	NPC228400
Remote Similarity	0.675	NPC214200
Remote Similarity	0.675	NPC42211
Remote Similarity	0.675	NPC473325
Remote Similarity	0.6746	NPC79496
Remote Similarity	0.6739	NPC246079
Remote Similarity	0.6738	NPC316906
Remote Similarity	0.6736	NPC5620
Remote Similarity	0.6732	NPC471052
Remote Similarity	0.6732	NPC471053
Remote Similarity	0.6732	NPC471051
Remote Similarity	0.6723	NPC271475
Remote Similarity	0.6721	NPC19136
Remote Similarity	0.6719	NPC33742
Remote Similarity	0.6712	NPC473541
Remote Similarity	0.6696	NPC213156
Remote Similarity	0.6696	NPC240108
Remote Similarity	0.6695	NPC12695
Remote Similarity	0.6694	NPC470007
Remote Similarity	0.6693	NPC469547
Remote Similarity	0.6692	NPC470545
Remote Similarity	0.6692	NPC45794
Remote Similarity	0.669	NPC262077
Remote Similarity	0.6667	NPC473243
Remote Similarity	0.6667	NPC68865
Remote Similarity	0.6667	NPC329064
Remote Similarity	0.6667	NPC210089
Remote Similarity	0.6667	NPC471186
Remote Similarity	0.6667	NPC269457
Remote Similarity	0.6667	NPC243059
Remote Similarity	0.6667	NPC94602
Remote Similarity	0.6667	NPC44830
Remote Similarity	0.6667	NPC280827
Remote Similarity	0.6667	NPC285773
Remote Similarity	0.6667	NPC471265
Remote Similarity	0.6667	NPC474157
Remote Similarity	0.6667	NPC146351
Remote Similarity	0.6667	NPC118343
Remote Similarity	0.6667	NPC73644
Remote Similarity	0.6667	NPC471264
Remote Similarity	0.6646	NPC137627
Remote Similarity	0.6646	NPC306804
Remote Similarity	0.6644	NPC473341
Remote Similarity	0.6644	NPC135121
Remote Similarity	0.6644	NPC286551
Remote Similarity	0.6642	NPC296712
Remote Similarity	0.6642	NPC469666
Remote Similarity	0.6642	NPC40488
Remote Similarity	0.6641	NPC470546
Remote Similarity	0.6641	NPC307651
Remote Similarity	0.6641	NPC35850
Remote Similarity	0.6641	NPC276949
Remote Similarity	0.664	NPC265407
Remote Similarity	0.664	NPC83628
Remote Similarity	0.664	NPC281604
Remote Similarity	0.6639	NPC293628
Remote Similarity	0.6639	NPC289201
Remote Similarity	0.6639	NPC324569
Remote Similarity	0.6639	NPC301943
Remote Similarity	0.6639	NPC122493
Remote Similarity	0.6639	NPC10781
Remote Similarity	0.6639	NPC160382
Remote Similarity	0.6639	NPC474365
Remote Similarity	0.6639	NPC477767
Remote Similarity	0.6638	NPC317645
Remote Similarity	0.6624	NPC474858
Remote Similarity	0.6621	NPC473922
Remote Similarity	0.662	NPC178662
Remote Similarity	0.662	NPC92784
Remote Similarity	0.662	NPC476133
Remote Similarity	0.662	NPC98424

Drug Structure

NPD4576 OpenBabel08211705262D 24 26 0 0 1 0 0 0 0 0999 V2000 -1.7321 0.0000 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 -3.5000 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 3.4641 -3.0000 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 6.9282 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 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 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -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 1.7321 1.0000 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 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 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 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 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 22 1 0 0 0 0 3 5 2 0 0 0 0 3 6 1 0 0 0 0 4 7 2 0 0 0 0 4 8 1 0 0 0 0 5 10 1 0 0 0 0 6 11 2 0 0 0 0 7 12 1 0 0 0 0 8 13 2 0 0 0 0 9 14 1 0 0 0 0 9 15 1 0 0 0 0 10 17 2 0 0 0 0 11 17 1 0 0 0 0 12 18 2 0 0 0 0 13 18 1 0 0 0 0 14 19 1 0 0 0 0 15 22 1 0 0 0 0 16 19 1 0 0 0 0 16 22 1 0 0 0 0 17 20 1 0 0 0 0 18 20 1 0 0 0 0 19 24 1 0 0 0 0 20 21 1 0 0 0 0 21 23 2 0 0 0 0 21 24 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	323.19
ALogP	-0.4731
MLogP	3.44
XLogP	7.42
HDA	3
HBD	0
Rotatable Bonds	7
TPSA	29.54
RO5 Violation	1