NPASS drugs

Drug Information

Drug ID:	NPD2078
Drug Name:
Molecular Formula:	C16H19ClN2O4
Canonical SMILES:	OC(=O)[C@@H]1CCCN1C(=O)CCC(=NCc1ccc(cc1)Cl)O
Standard InCHI:	InChI=1S/C16H19ClN2O4/c17-12-5-3-11(4-6-12)10-18-14(20)7-8-15(21)19-9-1-2-13(19)16(22)23/h3-6,13H,1-2,7-10H2,(H,18,20)(H,22,23)/t13-/m0/s1
Standard InCHIKey:	CYDZCFWTMBKLOW-ZDUSSCGKSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2078

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	108
0.1-0.2	1171
0.2-0.3	7595
0.3-0.4	15076
0.4-0.5	5551
0.5-0.6	1067
0.6-0.7	266
0.7-0.8	56
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	0.7669	NPC200964
Intermediate Similarity	0.7634	NPC315276
Intermediate Similarity	0.7634	NPC285926
Intermediate Similarity	0.7634	NPC14672
Intermediate Similarity	0.75	NPC6975
Intermediate Similarity	0.7376	NPC130309
Intermediate Similarity	0.7368	NPC239357
Intermediate Similarity	0.7353	NPC202521
Intermediate Similarity	0.7347	NPC52748
Intermediate Similarity	0.731	NPC98424
Intermediate Similarity	0.731	NPC470884
Intermediate Similarity	0.731	NPC476133
Intermediate Similarity	0.731	NPC178662
Intermediate Similarity	0.731	NPC92784
Intermediate Similarity	0.7279	NPC476990
Intermediate Similarity	0.7246	NPC474082
Intermediate Similarity	0.7246	NPC175726
Intermediate Similarity	0.7241	NPC471265
Intermediate Similarity	0.7241	NPC471264
Intermediate Similarity	0.7234	NPC473322
Intermediate Similarity	0.723	NPC315283
Intermediate Similarity	0.723	NPC314388
Intermediate Similarity	0.7218	NPC33742
Intermediate Similarity	0.7218	NPC471318
Intermediate Similarity	0.7185	NPC470545
Intermediate Similarity	0.7183	NPC200589
Intermediate Similarity	0.7181	NPC313867
Intermediate Similarity	0.7181	NPC315266
Intermediate Similarity	0.7181	NPC316008
Intermediate Similarity	0.7174	NPC252878
Intermediate Similarity	0.7162	NPC468984
Intermediate Similarity	0.7152	NPC471821
Intermediate Similarity	0.7152	NPC471820
Intermediate Similarity	0.7143	NPC163392
Intermediate Similarity	0.7143	NPC276949
Intermediate Similarity	0.7143	NPC35850
Intermediate Similarity	0.7143	NPC239762
Intermediate Similarity	0.7133	NPC255447
Intermediate Similarity	0.7133	NPC262077
Intermediate Similarity	0.7133	NPC314358
Intermediate Similarity	0.7132	NPC470546
Intermediate Similarity	0.7122	NPC46427
Intermediate Similarity	0.7111	NPC470544
Intermediate Similarity	0.7105	NPC2501
Intermediate Similarity	0.7095	NPC263493
Intermediate Similarity	0.7095	NPC269398
Intermediate Similarity	0.7095	NPC469426
Intermediate Similarity	0.7095	NPC469427
Intermediate Similarity	0.7075	NPC89489
Intermediate Similarity	0.7067	NPC209509
Intermediate Similarity	0.7067	NPC322878
Intermediate Similarity	0.7067	NPC5620
Intermediate Similarity	0.7063	NPC300315
Intermediate Similarity	0.7047	NPC161069
Intermediate Similarity	0.7031	NPC471310
Intermediate Similarity	0.7	NPC476978
Remote Similarity	0.6993	NPC111428
Remote Similarity	0.6986	NPC248283
Remote Similarity	0.6978	NPC71684
Remote Similarity	0.6968	NPC122590
Remote Similarity	0.6933	NPC77905
Remote Similarity	0.6928	NPC240848
Remote Similarity	0.6918	NPC287401
Remote Similarity	0.6901	NPC101719
Remote Similarity	0.6883	NPC129666
Remote Similarity	0.6871	NPC141050
Remote Similarity	0.6863	NPC138775
Remote Similarity	0.6863	NPC311658
Remote Similarity	0.6831	NPC22746
Remote Similarity	0.6831	NPC222466
Remote Similarity	0.68	NPC476259
Remote Similarity	0.6792	NPC297145
Remote Similarity	0.6792	NPC197743
Remote Similarity	0.6779	NPC68865
Remote Similarity	0.6772	NPC469903
Remote Similarity	0.6753	NPC145113
Remote Similarity	0.6753	NPC225648
Remote Similarity	0.6753	NPC329761
Remote Similarity	0.6742	NPC327481
Remote Similarity	0.6742	NPC130898
Remote Similarity	0.6742	NPC474804
Remote Similarity	0.6742	NPC474973
Remote Similarity	0.6741	NPC329011
Remote Similarity	0.6733	NPC122553
Remote Similarity	0.6733	NPC132636
Remote Similarity	0.6711	NPC176226
Remote Similarity	0.6708	NPC469902
Remote Similarity	0.6708	NPC469901
Remote Similarity	0.6691	NPC474584
Remote Similarity	0.669	NPC319766
Remote Similarity	0.6688	NPC162104
Remote Similarity	0.6687	NPC324850
Remote Similarity	0.6667	NPC319579
Remote Similarity	0.6667	NPC143516
Remote Similarity	0.6667	NPC12730
Remote Similarity	0.6667	NPC127741
Remote Similarity	0.6646	NPC473341
Remote Similarity	0.6645	NPC168113
Remote Similarity	0.6641	NPC164859
Remote Similarity	0.6624	NPC7817
Remote Similarity	0.6624	NPC475168
Remote Similarity	0.6623	NPC242159
Remote Similarity	0.6623	NPC313694
Remote Similarity	0.6604	NPC473002
Remote Similarity	0.6601	NPC197682
Remote Similarity	0.6601	NPC139326
Remote Similarity	0.6589	NPC322598
Remote Similarity	0.6582	NPC300443
Remote Similarity	0.6579	NPC46098
Remote Similarity	0.6579	NPC268841
Remote Similarity	0.6579	NPC307357
Remote Similarity	0.6566	NPC473000
Remote Similarity	0.6556	NPC43755
Remote Similarity	0.6547	NPC197470
Remote Similarity	0.6544	NPC313981
Remote Similarity	0.6541	NPC5194
Remote Similarity	0.6541	NPC56685
Remote Similarity	0.6541	NPC262166
Remote Similarity	0.6541	NPC261934
Remote Similarity	0.6541	NPC476198
Remote Similarity	0.6538	NPC16188
Remote Similarity	0.6531	NPC469666
Remote Similarity	0.6516	NPC477217
Remote Similarity	0.6516	NPC201244
Remote Similarity	0.6516	NPC471680
Remote Similarity	0.651	NPC246079
Remote Similarity	0.6507	NPC477937
Remote Similarity	0.65	NPC470902
Remote Similarity	0.649	NPC314835
Remote Similarity	0.6471	NPC469900
Remote Similarity	0.6467	NPC469904
Remote Similarity	0.6456	NPC283783
Remote Similarity	0.6456	NPC13470
Remote Similarity	0.6454	NPC169328
Remote Similarity	0.6446	NPC61004
Remote Similarity	0.6442	NPC1390
Remote Similarity	0.6442	NPC469898
Remote Similarity	0.6442	NPC62104
Remote Similarity	0.6434	NPC27833
Remote Similarity	0.6433	NPC135121
Remote Similarity	0.6429	NPC476989
Remote Similarity	0.6429	NPC475204
Remote Similarity	0.6429	NPC475123
Remote Similarity	0.6418	NPC67043
Remote Similarity	0.6408	NPC310467
Remote Similarity	0.6408	NPC220698
Remote Similarity	0.6408	NPC237420
Remote Similarity	0.6408	NPC314992
Remote Similarity	0.6402	NPC471527
Remote Similarity	0.6402	NPC473003
Remote Similarity	0.6397	NPC473676
Remote Similarity	0.6391	NPC471317
Remote Similarity	0.6391	NPC202613
Remote Similarity	0.6375	NPC233702
Remote Similarity	0.637	NPC45033
Remote Similarity	0.6353	NPC137627
Remote Similarity	0.6341	NPC24617
Remote Similarity	0.6337	NPC473001
Remote Similarity	0.6335	NPC202198
Remote Similarity	0.6331	NPC273814
Remote Similarity	0.6325	NPC471053
Remote Similarity	0.6325	NPC471052
Remote Similarity	0.6325	NPC471051
Remote Similarity	0.6319	NPC478015
Remote Similarity	0.6319	NPC478014
Remote Similarity	0.6319	NPC478016
Remote Similarity	0.6316	NPC329375
Remote Similarity	0.6316	NPC26108
Remote Similarity	0.6308	NPC25565
Remote Similarity	0.6303	NPC114806
Remote Similarity	0.6296	NPC473418
Remote Similarity	0.6289	NPC105717
Remote Similarity	0.6287	NPC22883
Remote Similarity	0.6287	NPC472923
Remote Similarity	0.6287	NPC217804
Remote Similarity	0.6287	NPC5719
Remote Similarity	0.6287	NPC210377
Remote Similarity	0.6284	NPC136453
Remote Similarity	0.627	NPC325441
Remote Similarity	0.6268	NPC2265
Remote Similarity	0.6266	NPC81026
Remote Similarity	0.6264	NPC473371
Remote Similarity	0.626	NPC472258
Remote Similarity	0.626	NPC475439
Remote Similarity	0.626	NPC473501
Remote Similarity	0.625	NPC254798
Remote Similarity	0.625	NPC15068
Remote Similarity	0.625	NPC191215
Remote Similarity	0.625	NPC471447
Remote Similarity	0.625	NPC274089
Remote Similarity	0.6242	NPC152850
Remote Similarity	0.6242	NPC89923
Remote Similarity	0.6242	NPC239990
Remote Similarity	0.6242	NPC71933
Remote Similarity	0.6242	NPC105114
Remote Similarity	0.6235	NPC40234
Remote Similarity	0.6221	NPC477462
Remote Similarity	0.622	NPC470877
Remote Similarity	0.6216	NPC47667
Remote Similarity	0.6213	NPC63040

Drug Structure

NPD2078 OpenBabel08211701392D 25 26 0 0 1 0 0 0 0 0999 V2000 1.0827 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 0.3364 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 -6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 0.9945 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 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 -0.4067 0.0000 C 0 0 1 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 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1215 -1.3849 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -3.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 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 -1.7321 -2.0000 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 0.3783 -2.0540 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0725 -1.6939 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2804 -2.6720 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 9 1 0 0 0 0 2 13 1 0 0 0 0 3 5 1 0 0 0 0 3 11 2 0 0 0 0 4 6 2 0 0 0 0 4 11 1 0 0 0 0 5 12 2 0 0 0 0 6 12 1 0 0 0 0 7 8 1 0 0 0 0 7 14 1 0 0 0 0 8 15 1 0 0 0 0 9 19 1 0 0 0 0 10 11 1 0 0 0 0 10 18 1 0 0 0 0 12 17 1 0 0 0 0 13 16 1 1 0 0 0 13 19 1 0 0 0 0 14 18 2 3 0 0 0 14 20 1 0 0 0 0 15 19 1 0 0 0 0 15 21 2 0 0 0 0 16 22 2 0 0 0 0 16 23 1 0 0 0 0 20 24 1 0 0 0 0 23 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005036
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	338.10
ALogP	-1.0764
MLogP	2.45
XLogP	1.792
HDA	6
HBD	2
Rotatable Bonds	10
TPSA	90.2
RO5 Violation	0