NPASS drugs

Drug Information

Drug ID:	NPD3016
Drug Name:
Molecular Formula:	C18H22N4O4
Canonical SMILES:	CCOC(=O)C[C@H](N=C(CCC(=O)Nc1ccc(cc1)C(=N)N)O)C#C
Standard InCHI:	InChI=1S/C18H22N4O4/c1-3-13(11-17(25)26-4-2)21-15(23)9-10-16(24)22-14-7-5-12(6-8-14)18(19)20/h1,5-8,13H,4,9-11H2,2H3,(H3,19,20)(H,21,23)(H,22,24)/t13-/m1/s1
Standard InCHIKey:	ZHCINJQZDFCSEL-CYBMUJFWSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3016

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	99
0.1-0.2	1163
0.2-0.3	8633
0.3-0.4	14659
0.4-0.5	3850
0.5-0.6	2269
0.6-0.7	216
0.7-0.8	1
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	0.7703	NPC287358
Remote Similarity	0.6959	NPC248862
Remote Similarity	0.6879	NPC14849
Remote Similarity	0.686	NPC328611
Remote Similarity	0.6839	NPC182057
Remote Similarity	0.6839	NPC131450
Remote Similarity	0.6839	NPC147298
Remote Similarity	0.6829	NPC471132
Remote Similarity	0.681	NPC314223
Remote Similarity	0.6709	NPC242933
Remote Similarity	0.6667	NPC478039
Remote Similarity	0.6667	NPC2823
Remote Similarity	0.6647	NPC84317
Remote Similarity	0.6581	NPC476689
Remote Similarity	0.6581	NPC476687
Remote Similarity	0.6581	NPC476685
Remote Similarity	0.6579	NPC322433
Remote Similarity	0.6568	NPC154478
Remote Similarity	0.6543	NPC314186
Remote Similarity	0.6513	NPC474926
Remote Similarity	0.6509	NPC24617
Remote Similarity	0.6507	NPC197470
Remote Similarity	0.6471	NPC114806
Remote Similarity	0.646	NPC316202
Remote Similarity	0.646	NPC139326
Remote Similarity	0.6453	NPC189116
Remote Similarity	0.6452	NPC472245
Remote Similarity	0.6452	NPC314431
Remote Similarity	0.6446	NPC300443
Remote Similarity	0.6433	NPC68650
Remote Similarity	0.6424	NPC254798
Remote Similarity	0.642	NPC472241
Remote Similarity	0.6416	NPC471130
Remote Similarity	0.6402	NPC472242
Remote Similarity	0.6387	NPC150863
Remote Similarity	0.6384	NPC13367
Remote Similarity	0.638	NPC314287
Remote Similarity	0.637	NPC314141
Remote Similarity	0.6357	NPC474430
Remote Similarity	0.6353	NPC94167
Remote Similarity	0.6353	NPC172937
Remote Similarity	0.6345	NPC329011
Remote Similarity	0.634	NPC22746
Remote Similarity	0.6339	NPC282092
Remote Similarity	0.6335	NPC83214
Remote Similarity	0.6316	NPC293917
Remote Similarity	0.6312	NPC275467
Remote Similarity	0.6301	NPC88970
Remote Similarity	0.6301	NPC474584
Remote Similarity	0.6299	NPC101719
Remote Similarity	0.6296	NPC472243
Remote Similarity	0.6289	NPC253476
Remote Similarity	0.6287	NPC475168
Remote Similarity	0.6287	NPC7817
Remote Similarity	0.6272	NPC117032
Remote Similarity	0.6267	NPC314992
Remote Similarity	0.6265	NPC324445
Remote Similarity	0.6264	NPC113056
Remote Similarity	0.6264	NPC138293
Remote Similarity	0.6258	NPC43477
Remote Similarity	0.625	NPC300299
Remote Similarity	0.625	NPC473329
Remote Similarity	0.6243	NPC143457
Remote Similarity	0.6243	NPC309531
Remote Similarity	0.6243	NPC472102
Remote Similarity	0.6242	NPC2265
Remote Similarity	0.6242	NPC280807
Remote Similarity	0.6234	NPC222466
Remote Similarity	0.623	NPC471742
Remote Similarity	0.6224	NPC327481
Remote Similarity	0.6211	NPC471265
Remote Similarity	0.6211	NPC471264
Remote Similarity	0.6205	NPC311658
Remote Similarity	0.62	NPC313449
Remote Similarity	0.62	NPC169328
Remote Similarity	0.6195	NPC64216
Remote Similarity	0.6194	NPC470343
Remote Similarity	0.6194	NPC472244
Remote Similarity	0.619	NPC273814
Remote Similarity	0.6188	NPC316104
Remote Similarity	0.6188	NPC162417
Remote Similarity	0.6176	NPC470902
Remote Similarity	0.6173	NPC470884
Remote Similarity	0.6173	NPC476133
Remote Similarity	0.6173	NPC178662
Remote Similarity	0.6173	NPC92784
Remote Similarity	0.6173	NPC122553
Remote Similarity	0.6173	NPC98424
Remote Similarity	0.6173	NPC132636
Remote Similarity	0.6169	NPC328683
Remote Similarity	0.6169	NPC283130
Remote Similarity	0.6159	NPC228515
Remote Similarity	0.6159	NPC237420
Remote Similarity	0.6159	NPC176226
Remote Similarity	0.6159	NPC310467
Remote Similarity	0.6154	NPC477937
Remote Similarity	0.615	NPC54744
Remote Similarity	0.6149	NPC173295
Remote Similarity	0.6149	NPC314835
Remote Similarity	0.6146	NPC192674
Remote Similarity	0.6141	NPC470003
Remote Similarity	0.6141	NPC245741
Remote Similarity	0.6134	NPC476874
Remote Similarity	0.6133	NPC28848
Remote Similarity	0.6133	NPC14325
Remote Similarity	0.6127	NPC211525
Remote Similarity	0.6127	NPC104345
Remote Similarity	0.6127	NPC1390
Remote Similarity	0.6127	NPC153694
Remote Similarity	0.6127	NPC62104
Remote Similarity	0.612	NPC71037
Remote Similarity	0.6118	NPC154602
Remote Similarity	0.6117	NPC129909
Remote Similarity	0.6115	NPC476950
Remote Similarity	0.6114	NPC286871
Remote Similarity	0.6114	NPC176983
Remote Similarity	0.6111	NPC469938
Remote Similarity	0.6108	NPC138775
Remote Similarity	0.6105	NPC38736
Remote Similarity	0.6105	NPC470507
Remote Similarity	0.6102	NPC300631
Remote Similarity	0.6102	NPC470509
Remote Similarity	0.6098	NPC263493
Remote Similarity	0.6098	NPC168113
Remote Similarity	0.6098	NPC269398
Remote Similarity	0.6096	NPC175474
Remote Similarity	0.6095	NPC237649
Remote Similarity	0.6095	NPC300596
Remote Similarity	0.6092	NPC63210
Remote Similarity	0.6092	NPC263709
Remote Similarity	0.6092	NPC243673
Remote Similarity	0.6092	NPC97380
Remote Similarity	0.6092	NPC310403
Remote Similarity	0.6092	NPC148468
Remote Similarity	0.6089	NPC6982
Remote Similarity	0.6087	NPC477159
Remote Similarity	0.6084	NPC478040
Remote Similarity	0.6082	NPC285381
Remote Similarity	0.608	NPC139506
Remote Similarity	0.608	NPC292143
Remote Similarity	0.6078	NPC316582
Remote Similarity	0.6078	NPC279385
Remote Similarity	0.6078	NPC179605
Remote Similarity	0.6076	NPC101372
Remote Similarity	0.6075	NPC235684
Remote Similarity	0.6071	NPC259678
Remote Similarity	0.6071	NPC473376
Remote Similarity	0.6066	NPC91179
Remote Similarity	0.6065	NPC35996
Remote Similarity	0.6062	NPC207428
Remote Similarity	0.6061	NPC197682
Remote Similarity	0.6059	NPC37548
Remote Similarity	0.6057	NPC27904
Remote Similarity	0.6056	NPC285622
Remote Similarity	0.6054	NPC319579
Remote Similarity	0.6051	NPC193761
Remote Similarity	0.6048	NPC472103
Remote Similarity	0.6047	NPC295021
Remote Similarity	0.6045	NPC470069
Remote Similarity	0.6045	NPC52059
Remote Similarity	0.6042	NPC302548
Remote Similarity	0.6042	NPC475559
Remote Similarity	0.604	NPC57051
Remote Similarity	0.6039	NPC103292
Remote Similarity	0.6039	NPC71684
Remote Similarity	0.6038	NPC226662
Remote Similarity	0.6038	NPC187231
Remote Similarity	0.6037	NPC163392
Remote Similarity	0.6037	NPC476259
Remote Similarity	0.6037	NPC319645
Remote Similarity	0.6037	NPC239762
Remote Similarity	0.6036	NPC129666
Remote Similarity	0.6032	NPC243716
Remote Similarity	0.603	NPC469743
Remote Similarity	0.603	NPC478158
Remote Similarity	0.6029	NPC78154
Remote Similarity	0.6027	NPC302790
Remote Similarity	0.6026	NPC470544
Remote Similarity	0.6026	NPC239357
Remote Similarity	0.6026	NPC317758
Remote Similarity	0.6024	NPC314388
Remote Similarity	0.6024	NPC52748
Remote Similarity	0.6024	NPC315283
Remote Similarity	0.6023	NPC282339
Remote Similarity	0.6023	NPC99632
Remote Similarity	0.6023	NPC243756
Remote Similarity	0.6023	NPC472121
Remote Similarity	0.6023	NPC35510
Remote Similarity	0.6023	NPC191863
Remote Similarity	0.6023	NPC253667
Remote Similarity	0.6023	NPC289776
Remote Similarity	0.6023	NPC16667
Remote Similarity	0.6023	NPC133470
Remote Similarity	0.6022	NPC307396
Remote Similarity	0.6022	NPC280290
Remote Similarity	0.6013	NPC58827
Remote Similarity	0.6013	NPC307437
Remote Similarity	0.6013	NPC72473
Remote Similarity	0.6012	NPC225648
Remote Similarity	0.6012	NPC68865

Drug Structure

NPD3016 OpenBabel08211702562D 31 31 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 5.1962 -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 4.3301 -2.5000 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 -0.8660 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 -0.8660 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 1.7321 -1.0000 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 -0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 C 0 0 2 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 2.5981 0.5000 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 5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 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 0.8660 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 3 0 0 0 0 2 4 1 0 0 0 0 4 26 1 0 0 0 0 5 7 1 0 0 0 0 5 12 2 0 0 0 0 6 8 2 0 0 0 0 6 12 1 0 0 0 0 7 14 2 0 0 0 0 8 14 1 0 0 0 0 9 10 1 0 0 0 0 9 15 1 0 0 0 0 10 16 1 0 0 0 0 11 13 1 0 0 0 0 11 17 1 0 0 0 0 12 18 1 0 0 0 0 13 3 1 6 0 0 0 13 21 1 0 0 0 0 14 22 1 0 0 0 0 15 21 2 3 0 0 0 15 23 1 0 0 0 0 16 22 1 0 0 0 0 16 24 2 0 0 0 0 17 25 2 0 0 0 0 17 26 1 0 0 0 0 18 19 1 0 0 0 0 18 20 2 0 0 0 0 19 27 1 0 0 0 0 19 28 1 0 0 0 0 20 29 1 0 0 0 0 22 30 1 0 0 0 0 23 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC003905
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	60957
ChEBI
CAS Number

Drug Properties

Molecular Weight	358.16
ALogP	-0.2246
MLogP	2.56
XLogP	1.269
HDA	8
HBD	4
Rotatable Bonds	14
TPSA	137.86
RO5 Violation	1