NPASS drugs

Drug Information

Drug ID:	NPD3588
Drug Name:	JTP-4819
Molecular Formula:	C19H25N3O4
Canonical SMILES:	OCC(=O)[C@@H]1CCCN1C(=O)[C@@H]1CCCN1C(=NCc1ccccc1)O
Standard InCHI:	InChI=1S/C19H25N3O4/c23-13-17(24)15-8-4-10-21(15)18(25)16-9-5-11-22(16)19(26)20-12-14-6-2-1-3-7-14/h1-3,6-7,15-16,23H,4-5,8-13H2,(H,20,26)/t15-,16-/m0/s1
Standard InCHIKey:	ICULFJDHZQTNRB-HOTGVXAUSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3588

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	92
0.1-0.2	612
0.2-0.3	4078
0.3-0.4	15686
0.4-0.5	8620
0.5-0.6	1425
0.6-0.7	327
0.7-0.8	50
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	0.7852	NPC130309
Intermediate Similarity	0.7609	NPC287401
Intermediate Similarity	0.7594	NPC6975
Intermediate Similarity	0.75	NPC315266
Intermediate Similarity	0.7463	NPC175726
Intermediate Similarity	0.7463	NPC474082
Intermediate Similarity	0.7444	NPC202521
Intermediate Similarity	0.7429	NPC248283
Intermediate Similarity	0.7413	NPC263493
Intermediate Similarity	0.7413	NPC269398
Intermediate Similarity	0.7388	NPC252878
Intermediate Similarity	0.7368	NPC476990
Intermediate Similarity	0.7333	NPC46427
Intermediate Similarity	0.7329	NPC314358
Intermediate Similarity	0.7324	NPC471265
Intermediate Similarity	0.7324	NPC471264
Intermediate Similarity	0.731	NPC314388
Intermediate Similarity	0.731	NPC315283
Intermediate Similarity	0.7303	NPC324850
Intermediate Similarity	0.7273	NPC92784
Intermediate Similarity	0.7273	NPC98424
Intermediate Similarity	0.7273	NPC476133
Intermediate Similarity	0.7273	NPC178662
Intermediate Similarity	0.7273	NPC470884
Intermediate Similarity	0.726	NPC313867
Intermediate Similarity	0.726	NPC316008
Intermediate Similarity	0.7246	NPC319766
Intermediate Similarity	0.7239	NPC200964
Intermediate Similarity	0.723	NPC240848
Intermediate Similarity	0.7197	NPC14672
Intermediate Similarity	0.7197	NPC285926
Intermediate Similarity	0.7197	NPC239357
Intermediate Similarity	0.7197	NPC315276
Intermediate Similarity	0.7194	NPC473322
Intermediate Similarity	0.7192	NPC476978
Intermediate Similarity	0.7143	NPC200589
Intermediate Similarity	0.7143	NPC470545
Intermediate Similarity	0.7143	NPC209509
Intermediate Similarity	0.7095	NPC262077
Intermediate Similarity	0.709	NPC470546
Intermediate Similarity	0.7071	NPC469666
Intermediate Similarity	0.7068	NPC470544
Intermediate Similarity	0.7063	NPC141050
Intermediate Similarity	0.7039	NPC262166
Intermediate Similarity	0.7034	NPC89489
Intermediate Similarity	0.7032	NPC469898
Intermediate Similarity	0.7027	NPC5620
Intermediate Similarity	0.7007	NPC161069
Intermediate Similarity	0.7	NPC471821
Intermediate Similarity	0.7	NPC471820
Remote Similarity	0.6986	NPC476259
Remote Similarity	0.6966	NPC68865
Remote Similarity	0.6959	NPC52748
Remote Similarity	0.6934	NPC71684
Remote Similarity	0.6933	NPC225648
Remote Similarity	0.6933	NPC145113
Remote Similarity	0.6933	NPC329761
Remote Similarity	0.6923	NPC325479
Remote Similarity	0.6918	NPC132636
Remote Similarity	0.6909	NPC472999
Remote Similarity	0.6892	NPC139326
Remote Similarity	0.6879	NPC469901
Remote Similarity	0.6871	NPC163392
Remote Similarity	0.6871	NPC239762
Remote Similarity	0.6861	NPC27833
Remote Similarity	0.6859	NPC297145
Remote Similarity	0.6859	NPC197743
Remote Similarity	0.6857	NPC101719
Remote Similarity	0.6853	NPC255447
Remote Similarity	0.6842	NPC129666
Remote Similarity	0.6842	NPC35850
Remote Similarity	0.6842	NPC276949
Remote Similarity	0.6842	NPC2501
Remote Similarity	0.6824	NPC168113
Remote Similarity	0.6821	NPC138775
Remote Similarity	0.68	NPC471680
Remote Similarity	0.6791	NPC33742
Remote Similarity	0.6786	NPC22746
Remote Similarity	0.6786	NPC222466
Remote Similarity	0.6783	NPC300315
Remote Similarity	0.6779	NPC468984
Remote Similarity	0.6779	NPC197682
Remote Similarity	0.6779	NPC77905
Remote Similarity	0.6779	NPC176226
Remote Similarity	0.6757	NPC307357
Remote Similarity	0.6757	NPC46098
Remote Similarity	0.6757	NPC268841
Remote Similarity	0.6744	NPC473418
Remote Similarity	0.6741	NPC101139
Remote Similarity	0.673	NPC73655
Remote Similarity	0.6728	NPC473000
Remote Similarity	0.6711	NPC311658
Remote Similarity	0.671	NPC5194
Remote Similarity	0.671	NPC261934
Remote Similarity	0.671	NPC122590
Remote Similarity	0.6692	NPC474804
Remote Similarity	0.6692	NPC474973
Remote Similarity	0.6692	NPC130898
Remote Similarity	0.6667	NPC90194
Remote Similarity	0.6667	NPC151706
Remote Similarity	0.6667	NPC76785
Remote Similarity	0.6667	NPC49577
Remote Similarity	0.6667	NPC474855
Remote Similarity	0.6667	NPC474811
Remote Similarity	0.6667	NPC475318
Remote Similarity	0.6667	NPC476102
Remote Similarity	0.6667	NPC79465
Remote Similarity	0.6667	NPC118099
Remote Similarity	0.6667	NPC9687
Remote Similarity	0.6667	NPC475598
Remote Similarity	0.6667	NPC260045
Remote Similarity	0.6667	NPC273907
Remote Similarity	0.6667	NPC293377
Remote Similarity	0.6667	NPC474787
Remote Similarity	0.6645	NPC162104
Remote Similarity	0.6622	NPC127741
Remote Similarity	0.6619	NPC302169
Remote Similarity	0.6615	NPC143516
Remote Similarity	0.6604	NPC62104
Remote Similarity	0.6604	NPC1390
Remote Similarity	0.6603	NPC56685
Remote Similarity	0.66	NPC469427
Remote Similarity	0.66	NPC469426
Remote Similarity	0.6597	NPC111428
Remote Similarity	0.6591	NPC473676
Remote Similarity	0.6589	NPC202613
Remote Similarity	0.6589	NPC471317
Remote Similarity	0.6579	NPC322878
Remote Similarity	0.6573	NPC136453
Remote Similarity	0.6566	NPC17698
Remote Similarity	0.6565	NPC471447
Remote Similarity	0.6564	NPC302597
Remote Similarity	0.6561	NPC473002
Remote Similarity	0.6558	NPC324445
Remote Similarity	0.6558	NPC105717
Remote Similarity	0.6543	NPC472923
Remote Similarity	0.6538	NPC300443
Remote Similarity	0.6528	NPC239990
Remote Similarity	0.6528	NPC152850
Remote Similarity	0.6528	NPC105114
Remote Similarity	0.6528	NPC89923
Remote Similarity	0.6528	NPC71933
Remote Similarity	0.6527	NPC469900
Remote Similarity	0.6524	NPC129486
Remote Similarity	0.6519	NPC469903
Remote Similarity	0.6516	NPC283783
Remote Similarity	0.6512	NPC329375
Remote Similarity	0.651	NPC109580
Remote Similarity	0.6497	NPC202198
Remote Similarity	0.6494	NPC135121
Remote Similarity	0.648	NPC474974
Remote Similarity	0.6475	NPC220698
Remote Similarity	0.6475	NPC314992
Remote Similarity	0.6474	NPC473491
Remote Similarity	0.6474	NPC7817
Remote Similarity	0.6474	NPC475168
Remote Similarity	0.6471	NPC477217
Remote Similarity	0.6471	NPC201244
Remote Similarity	0.6467	NPC318930
Remote Similarity	0.6467	NPC313694
Remote Similarity	0.6467	NPC242159
Remote Similarity	0.6467	NPC317362
Remote Similarity	0.6463	NPC257390
Remote Similarity	0.6463	NPC246079
Remote Similarity	0.646	NPC473003
Remote Similarity	0.646	NPC469902
Remote Similarity	0.6458	NPC65310
Remote Similarity	0.6458	NPC477937
Remote Similarity	0.6447	NPC251439
Remote Similarity	0.6443	NPC314835
Remote Similarity	0.6442	NPC210377
Remote Similarity	0.6442	NPC113056
Remote Similarity	0.6442	NPC138293
Remote Similarity	0.6442	NPC217804
Remote Similarity	0.6442	NPC22883
Remote Similarity	0.6442	NPC5719
Remote Similarity	0.6433	NPC167763
Remote Similarity	0.6433	NPC233702
Remote Similarity	0.6433	NPC470903
Remote Similarity	0.6433	NPC470112
Remote Similarity	0.6415	NPC476268
Remote Similarity	0.6412	NPC224610
Remote Similarity	0.6412	NPC88267
Remote Similarity	0.6412	NPC469974
Remote Similarity	0.6412	NPC194390
Remote Similarity	0.6412	NPC113326
Remote Similarity	0.6408	NPC169485
Remote Similarity	0.6408	NPC291027
Remote Similarity	0.6408	NPC317474
Remote Similarity	0.6408	NPC213126
Remote Similarity	0.6408	NPC84281
Remote Similarity	0.6407	NPC475532
Remote Similarity	0.64	NPC43755
Remote Similarity	0.6395	NPC157311
Remote Similarity	0.6392	NPC473341
Remote Similarity	0.6392	NPC286551
Remote Similarity	0.6389	NPC477248
Remote Similarity	0.6389	NPC474847
Remote Similarity	0.6389	NPC477249
Remote Similarity	0.6387	NPC16188

Drug Structure

NPD3588 OpenBabel08211703112D 28 30 0 0 1 0 0 0 0 0999 V2000 4.3301 -2.5000 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 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3122 2.3492 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 1.5388 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 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9814 1.6060 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3987 1.9424 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 0.5878 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 -3.3003 -0.9826 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 -3.4814 0.7400 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8090 0.5878 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.8881 -0.1736 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7601 0.2788 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 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5032 0.9479 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 -3.7071 -1.8961 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.8826 -0.2781 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9680 -0.6994 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1193 -2.7051 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 6 1 0 0 0 0 3 7 2 0 0 0 0 4 8 1 0 0 0 0 4 10 1 0 0 0 0 5 9 1 0 0 0 0 5 11 1 0 0 0 0 6 14 2 0 0 0 0 7 14 1 0 0 0 0 8 15 1 0 0 0 0 9 16 1 0 0 0 0 10 21 1 0 0 0 0 11 22 1 0 0 0 0 12 14 1 0 0 0 0 12 20 1 0 0 0 0 13 17 1 0 0 0 0 13 23 1 0 0 0 0 15 17 1 6 0 0 0 15 21 1 0 0 0 0 16 18 1 6 0 0 0 16 22 1 0 0 0 0 17 24 2 0 0 0 0 18 21 1 0 0 0 0 18 25 2 0 0 0 0 19 20 2 3 0 0 0 19 22 1 0 0 0 0 19 26 1 0 0 0 0 23 27 1 0 0 0 0 26 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003724
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	359.18
ALogP	-3.2908
MLogP	2.78
XLogP	2.763
HDA	7
HBD	2
Rotatable Bonds	9
TPSA	93.44
RO5 Violation	0