NPASS drugs

Drug Information

Drug ID:	NPD3615
Drug Name:
Molecular Formula:	C19H26NO4
Canonical SMILES:	OCC(c1ccccc1)C(=O)OC1CC2C3C(C(C1)[N+]2(C)CC)O3
Standard InCHI:	InChI=1S/C19H26NO4/c1-3-20(2)15-9-13(10-16(20)18-17(15)24-18)23-19(22)14(11-21)12-7-5-4-6-8-12/h4-8,13-18,21H,3,9-11H2,1-2H3/q+1
Standard InCHIKey:	NVOYVOBDTVTBDX-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3615

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	89
0.1-0.2	472
0.2-0.3	1202
0.3-0.4	3728
0.4-0.5	12847
0.5-0.6	11300
0.6-0.7	1177
0.7-0.8	65
0.8-0.85	1
0.85-0.9	0
0.9-0.95	6
0.95-1	3

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	1.0	NPC245836
High Similarity	1.0	NPC233910
High Similarity	0.9758	NPC69496
High Similarity	0.9194	NPC169485
High Similarity	0.9194	NPC84281
High Similarity	0.9194	NPC291027
High Similarity	0.9194	NPC317474
High Similarity	0.9194	NPC213126
High Similarity	0.9127	NPC474847
Intermediate Similarity	0.806	NPC65310
Intermediate Similarity	0.7746	NPC281104
Intermediate Similarity	0.7708	NPC57976
Intermediate Similarity	0.7612	NPC80150
Intermediate Similarity	0.7578	NPC158854
Intermediate Similarity	0.75	NPC26285
Intermediate Similarity	0.7417	NPC162104
Intermediate Similarity	0.7383	NPC145113
Intermediate Similarity	0.7361	NPC474811
Intermediate Similarity	0.7361	NPC79465
Intermediate Similarity	0.7361	NPC260045
Intermediate Similarity	0.7361	NPC476102
Intermediate Similarity	0.7361	NPC293377
Intermediate Similarity	0.7361	NPC9687
Intermediate Similarity	0.7361	NPC273907
Intermediate Similarity	0.7361	NPC118099
Intermediate Similarity	0.7361	NPC151706
Intermediate Similarity	0.7361	NPC49577
Intermediate Similarity	0.7361	NPC474787
Intermediate Similarity	0.7361	NPC474855
Intermediate Similarity	0.7361	NPC475598
Intermediate Similarity	0.7361	NPC90194
Intermediate Similarity	0.7361	NPC76785
Intermediate Similarity	0.7361	NPC475318
Intermediate Similarity	0.7353	NPC190663
Intermediate Similarity	0.7347	NPC161069
Intermediate Similarity	0.7333	NPC310467
Intermediate Similarity	0.7297	NPC476978
Intermediate Similarity	0.7279	NPC269398
Intermediate Similarity	0.7279	NPC263493
Intermediate Similarity	0.7267	NPC329761
Intermediate Similarity	0.7267	NPC225648
Intermediate Similarity	0.7266	NPC285394
Intermediate Similarity	0.7259	NPC169328
Intermediate Similarity	0.7246	NPC160493
Intermediate Similarity	0.7226	NPC478016
Intermediate Similarity	0.7226	NPC478014
Intermediate Similarity	0.7226	NPC478015
Intermediate Similarity	0.7222	NPC313663
Intermediate Similarity	0.7214	NPC47667
Intermediate Similarity	0.7152	NPC138775
Intermediate Similarity	0.7133	NPC5620
Intermediate Similarity	0.7133	NPC209509
Intermediate Similarity	0.7111	NPC188010
Intermediate Similarity	0.7101	NPC45777
Intermediate Similarity	0.7101	NPC477061
Intermediate Similarity	0.7097	NPC68967
Intermediate Similarity	0.7095	NPC163392
Intermediate Similarity	0.7095	NPC239762
Intermediate Similarity	0.7092	NPC317163
Intermediate Similarity	0.7075	NPC471264
Intermediate Similarity	0.7075	NPC471265
Intermediate Similarity	0.7071	NPC108286
Intermediate Similarity	0.7059	NPC2501
Intermediate Similarity	0.7059	NPC94602
Intermediate Similarity	0.7055	NPC248283
Intermediate Similarity	0.7054	NPC19136
Intermediate Similarity	0.7045	NPC292758
Intermediate Similarity	0.7045	NPC65855
Intermediate Similarity	0.7034	NPC246079
Intermediate Similarity	0.7032	NPC122590
Intermediate Similarity	0.7027	NPC178662
Intermediate Similarity	0.7027	NPC470884
Intermediate Similarity	0.7027	NPC98424
Intermediate Similarity	0.7027	NPC92784
Intermediate Similarity	0.7027	NPC476133
Remote Similarity	0.6993	NPC152850
Remote Similarity	0.6993	NPC71933
Remote Similarity	0.6993	NPC239990
Remote Similarity	0.6993	NPC89923
Remote Similarity	0.6993	NPC105114
Remote Similarity	0.698	NPC307357
Remote Similarity	0.698	NPC268841
Remote Similarity	0.698	NPC46098
Remote Similarity	0.6962	NPC197743
Remote Similarity	0.6962	NPC297145
Remote Similarity	0.6959	NPC127741
Remote Similarity	0.6948	NPC129666
Remote Similarity	0.6947	NPC474111
Remote Similarity	0.6947	NPC329705
Remote Similarity	0.6944	NPC103605
Remote Similarity	0.6944	NPC81092
Remote Similarity	0.6929	NPC322598
Remote Similarity	0.6923	NPC136453
Remote Similarity	0.6901	NPC138798
Remote Similarity	0.689	NPC474858
Remote Similarity	0.6887	NPC251439
Remote Similarity	0.6887	NPC139326
Remote Similarity	0.687	NPC476198
Remote Similarity	0.6867	NPC477462
Remote Similarity	0.6864	NPC329816
Remote Similarity	0.6863	NPC314358
Remote Similarity	0.6859	NPC214239
Remote Similarity	0.685	NPC477767
Remote Similarity	0.6849	NPC157311
Remote Similarity	0.6846	NPC478140
Remote Similarity	0.6842	NPC471516
Remote Similarity	0.6842	NPC52748
Remote Similarity	0.6835	NPC237420
Remote Similarity	0.6831	NPC35996
Remote Similarity	0.6831	NPC474082
Remote Similarity	0.6831	NPC175726
Remote Similarity	0.6831	NPC6975
Remote Similarity	0.6826	NPC475427
Remote Similarity	0.6818	NPC135121
Remote Similarity	0.6818	NPC260194
Remote Similarity	0.6803	NPC8761
Remote Similarity	0.6803	NPC44805
Remote Similarity	0.6803	NPC246913
Remote Similarity	0.6797	NPC316008
Remote Similarity	0.6797	NPC313867
Remote Similarity	0.6784	NPC473562
Remote Similarity	0.6783	NPC307020
Remote Similarity	0.6774	NPC240848
Remote Similarity	0.6774	NPC471820
Remote Similarity	0.6774	NPC471821
Remote Similarity	0.6769	NPC474112
Remote Similarity	0.6769	NPC475978
Remote Similarity	0.6769	NPC474820
Remote Similarity	0.6761	NPC252878
Remote Similarity	0.6759	NPC319766
Remote Similarity	0.6757	NPC287401
Remote Similarity	0.6753	NPC262077
Remote Similarity	0.6753	NPC262216
Remote Similarity	0.6742	NPC67043
Remote Similarity	0.6739	NPC197470
Remote Similarity	0.6739	NPC210531
Remote Similarity	0.6736	NPC4974
Remote Similarity	0.6736	NPC477248
Remote Similarity	0.6736	NPC477249
Remote Similarity	0.6733	NPC68865
Remote Similarity	0.6732	NPC475128
Remote Similarity	0.6732	NPC314388
Remote Similarity	0.6732	NPC315283
Remote Similarity	0.6728	NPC73644
Remote Similarity	0.6727	NPC35345
Remote Similarity	0.6715	NPC87069
Remote Similarity	0.6714	NPC314992
Remote Similarity	0.6713	NPC46427
Remote Similarity	0.6712	NPC469666
Remote Similarity	0.6711	NPC469427
Remote Similarity	0.6711	NPC469426
Remote Similarity	0.6711	NPC477680
Remote Similarity	0.6709	NPC473341
Remote Similarity	0.6707	NPC181138
Remote Similarity	0.6707	NPC298851
Remote Similarity	0.6707	NPC293255
Remote Similarity	0.6707	NPC21752
Remote Similarity	0.6707	NPC210415
Remote Similarity	0.6707	NPC276993
Remote Similarity	0.6707	NPC137627
Remote Similarity	0.6692	NPC214200
Remote Similarity	0.6692	NPC228400
Remote Similarity	0.6692	NPC94487
Remote Similarity	0.6691	NPC269340
Remote Similarity	0.669	NPC79608
Remote Similarity	0.669	NPC476033
Remote Similarity	0.669	NPC202521
Remote Similarity	0.6688	NPC201244
Remote Similarity	0.6688	NPC477217
Remote Similarity	0.6687	NPC475123
Remote Similarity	0.6687	NPC475204
Remote Similarity	0.6667	NPC476194
Remote Similarity	0.6667	NPC471165
Remote Similarity	0.6667	NPC176226
Remote Similarity	0.6667	NPC275839
Remote Similarity	0.6667	NPC271475
Remote Similarity	0.6667	NPC309692
Remote Similarity	0.6667	NPC473541
Remote Similarity	0.6667	NPC105717
Remote Similarity	0.6667	NPC470902
Remote Similarity	0.6646	NPC217801
Remote Similarity	0.6645	NPC476259
Remote Similarity	0.6642	NPC273814
Remote Similarity	0.6628	NPC477159
Remote Similarity	0.6627	NPC476441
Remote Similarity	0.6627	NPC129624
Remote Similarity	0.6623	NPC204546
Remote Similarity	0.6621	NPC244454
Remote Similarity	0.662	NPC476990
Remote Similarity	0.6617	NPC321670
Remote Similarity	0.6617	NPC474307
Remote Similarity	0.6615	NPC12730
Remote Similarity	0.6606	NPC469479
Remote Similarity	0.6606	NPC472106
Remote Similarity	0.6605	NPC153694
Remote Similarity	0.6605	NPC211525
Remote Similarity	0.6599	NPC213969
Remote Similarity	0.6599	NPC165726
Remote Similarity	0.6599	NPC296712
Remote Similarity	0.6597	NPC223351

Drug Structure

NPD3615 OpenBabel08211703112D 25 28 0 0 1 0 0 0 0 0999 V2000 -4.2803 0.6582 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4142 0.1582 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4142 1.1582 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.9200 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8314 -1.4400 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8314 -1.4400 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8314 -0.4800 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8314 -0.4800 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2584 1.3070 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2584 0.0094 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8314 1.4400 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9460 0.6582 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.0000 0.9600 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.9604 1.4672 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.9604 -0.1508 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.0094 1.1582 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.0094 0.1582 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.8314 1.4400 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5482 0.6582 0.0000 N 0 3 3 0 0 0 0 0 0 0 0 0 -1.6628 0.9600 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6628 0.9600 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8314 2.4000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.1433 0.6582 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4942 1.4400 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 20 1 0 0 0 0 3 20 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 2 0 0 0 0 7 12 2 0 0 0 0 8 12 1 0 0 0 0 9 13 1 0 0 0 0 9 15 1 0 0 0 0 10 13 1 0 0 0 0 10 16 1 0 0 0 0 11 14 1 0 0 0 0 11 21 1 0 0 0 0 12 14 1 0 0 0 0 13 23 1 0 0 0 0 14 19 1 0 0 0 0 15 17 1 0 0 0 0 15 20 1 0 0 0 0 16 18 1 0 0 0 0 16 20 1 0 0 0 0 17 18 1 0 0 0 0 17 24 1 0 0 0 0 18 24 1 0 0 0 0 19 22 2 0 0 0 0 19 23 1 0 0 0 0 21 25 1 0 0 0 0 M CHG 1 20 1 M END $$$$

External Identifiers

TTD	DNAP001573
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	34875
ChEBI
CAS Number

Drug Properties

Molecular Weight	332.19
ALogP	-2.6555
MLogP	3
XLogP	2.728
HDA	4
HBD	1
Rotatable Bonds	9
TPSA	59.06
RO5 Violation	0