NPASS drugs

Drug Information

Drug ID:	NPD1329
Drug Name:
Molecular Formula:	C14H17N3O4
Canonical SMILES:	NCC(=O)N1CC(CC1C(=O)O)N=C(c1ccccc1)O
Standard InCHI:	InChI=1S/C14H17N3O4/c15-7-12(18)17-8-10(6-11(17)14(20)21)16-13(19)9-4-2-1-3-5-9/h1-5,10-11H,6-8,15H2,(H,16,19)(H,20,21)
Standard InCHIKey:	BIZKIHUJGMSVFD-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1329

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	113
0.1-0.2	1007
0.2-0.3	5090
0.3-0.4	10494
0.4-0.5	11399
0.5-0.6	2221
0.6-0.7	430
0.7-0.8	135
0.8-0.85	1
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	0.8429	NPC311658
Intermediate Similarity	0.7832	NPC314388
Intermediate Similarity	0.7832	NPC315283
Intermediate Similarity	0.7778	NPC316008
Intermediate Similarity	0.7778	NPC313867
Intermediate Similarity	0.7737	NPC469666
Intermediate Similarity	0.7724	NPC314358
Intermediate Similarity	0.7676	NPC242159
Intermediate Similarity	0.7676	NPC313694
Intermediate Similarity	0.7655	NPC315266
Intermediate Similarity	0.7634	NPC315276
Intermediate Similarity	0.7634	NPC285926
Intermediate Similarity	0.7634	NPC14672
Intermediate Similarity	0.763	NPC6975
Intermediate Similarity	0.7613	NPC61004
Intermediate Similarity	0.7537	NPC200964
Intermediate Similarity	0.7533	NPC56685
Intermediate Similarity	0.7533	NPC473341
Intermediate Similarity	0.7517	NPC7817
Intermediate Similarity	0.7517	NPC475168
Intermediate Similarity	0.7517	NPC468984
Intermediate Similarity	0.75	NPC130309
Intermediate Similarity	0.7481	NPC202521
Intermediate Similarity	0.7481	NPC71684
Intermediate Similarity	0.7468	NPC475123
Intermediate Similarity	0.7468	NPC475204
Intermediate Similarity	0.7466	NPC52748
Intermediate Similarity	0.745	NPC2501
Intermediate Similarity	0.7436	NPC63931
Intermediate Similarity	0.7432	NPC16188
Intermediate Similarity	0.7417	NPC5194
Intermediate Similarity	0.7417	NPC261934
Intermediate Similarity	0.7417	NPC262166
Intermediate Similarity	0.7407	NPC476990
Intermediate Similarity	0.7405	NPC129486
Intermediate Similarity	0.7368	NPC470902
Intermediate Similarity	0.7361	NPC471265
Intermediate Similarity	0.7361	NPC471264
Intermediate Similarity	0.7358	NPC46009
Intermediate Similarity	0.7357	NPC111428
Intermediate Similarity	0.7357	NPC473322
Intermediate Similarity	0.7329	NPC165285
Intermediate Similarity	0.7329	NPC476989
Intermediate Similarity	0.732	NPC476268
Intermediate Similarity	0.732	NPC473580
Intermediate Similarity	0.7313	NPC470545
Intermediate Similarity	0.7303	NPC122590
Intermediate Similarity	0.7299	NPC252878
Intermediate Similarity	0.7279	NPC77905
Intermediate Similarity	0.7267	NPC475532
Intermediate Similarity	0.7267	NPC471820
Intermediate Similarity	0.7267	NPC471821
Intermediate Similarity	0.7266	NPC101719
Intermediate Similarity	0.726	NPC163392
Intermediate Similarity	0.726	NPC239762
Intermediate Similarity	0.7259	NPC470546
Intermediate Similarity	0.7254	NPC255447
Intermediate Similarity	0.7246	NPC46427
Intermediate Similarity	0.7246	NPC474082
Intermediate Similarity	0.7246	NPC175726
Intermediate Similarity	0.7239	NPC470544
Intermediate Similarity	0.7239	NPC239357
Intermediate Similarity	0.7237	NPC233702
Intermediate Similarity	0.7237	NPC162104
Intermediate Similarity	0.7236	NPC3371
Intermediate Similarity	0.7234	NPC311753
Intermediate Similarity	0.7226	NPC326349
Intermediate Similarity	0.7226	NPC323336
Intermediate Similarity	0.7222	NPC17698
Intermediate Similarity	0.7211	NPC263493
Intermediate Similarity	0.7211	NPC269398
Intermediate Similarity	0.7208	NPC244509
Intermediate Similarity	0.72	NPC145113
Intermediate Similarity	0.72	NPC225648
Intermediate Similarity	0.72	NPC329761
Intermediate Similarity	0.7194	NPC222466
Intermediate Similarity	0.7192	NPC92784
Intermediate Similarity	0.7192	NPC470884
Intermediate Similarity	0.7192	NPC178662
Intermediate Similarity	0.7192	NPC476133
Intermediate Similarity	0.7192	NPC132636
Intermediate Similarity	0.7192	NPC98424
Intermediate Similarity	0.719	NPC202198
Intermediate Similarity	0.7183	NPC300315
Intermediate Similarity	0.7181	NPC209509
Intermediate Similarity	0.7181	NPC5620
Intermediate Similarity	0.7162	NPC161069
Intermediate Similarity	0.716	NPC137627
Intermediate Similarity	0.7143	NPC274198
Intermediate Similarity	0.7143	NPC48202
Intermediate Similarity	0.7143	NPC276506
Intermediate Similarity	0.7143	NPC198254
Intermediate Similarity	0.7134	NPC114806
Intermediate Similarity	0.7134	NPC475544
Intermediate Similarity	0.7134	NPC469243
Intermediate Similarity	0.7133	NPC81026
Intermediate Similarity	0.7132	NPC327481
Intermediate Similarity	0.7125	NPC107938
Intermediate Similarity	0.7125	NPC328649
Intermediate Similarity	0.7125	NPC294516
Intermediate Similarity	0.7123	NPC127741
Intermediate Similarity	0.7117	NPC471165
Intermediate Similarity	0.7117	NPC26108
Intermediate Similarity	0.7115	NPC297145
Intermediate Similarity	0.7115	NPC324850
Intermediate Similarity	0.7115	NPC197743
Intermediate Similarity	0.7114	NPC476978
Intermediate Similarity	0.7105	NPC13470
Intermediate Similarity	0.7103	NPC141050
Intermediate Similarity	0.7103	NPC248283
Intermediate Similarity	0.7099	NPC89831
Intermediate Similarity	0.7097	NPC469903
Intermediate Similarity	0.709	NPC33742
Intermediate Similarity	0.7089	NPC241794
Intermediate Similarity	0.7083	NPC246079
Intermediate Similarity	0.7071	NPC22746
Intermediate Similarity	0.707	NPC244336
Intermediate Similarity	0.707	NPC24617
Intermediate Similarity	0.7067	NPC266741
Intermediate Similarity	0.7067	NPC322878
Intermediate Similarity	0.7067	NPC471680
Intermediate Similarity	0.7063	NPC200589
Intermediate Similarity	0.7059	NPC473491
Intermediate Similarity	0.7055	NPC273755
Intermediate Similarity	0.7055	NPC306804
Intermediate Similarity	0.705	NPC27581
Intermediate Similarity	0.7034	NPC287401
Intermediate Similarity	0.7031	NPC164859
Intermediate Similarity	0.7025	NPC469902
Intermediate Similarity	0.7021	NPC4974
Intermediate Similarity	0.702	NPC262077
Intermediate Similarity	0.7015	NPC35850
Intermediate Similarity	0.7015	NPC276949
Intermediate Similarity	0.7006	NPC473404
Intermediate Similarity	0.7	NPC223207
Intermediate Similarity	0.7	NPC472923
Remote Similarity	0.6993	NPC254798
Remote Similarity	0.6993	NPC129666
Remote Similarity	0.6992	NPC329011
Remote Similarity	0.6988	NPC269750
Remote Similarity	0.6988	NPC194671
Remote Similarity	0.6975	NPC280022
Remote Similarity	0.6975	NPC473000
Remote Similarity	0.6974	NPC138775
Remote Similarity	0.6974	NPC128237
Remote Similarity	0.6974	NPC83790
Remote Similarity	0.697	NPC196243
Remote Similarity	0.697	NPC50016
Remote Similarity	0.6959	NPC89489
Remote Similarity	0.6957	NPC290755
Remote Similarity	0.6957	NPC471771
Remote Similarity	0.6957	NPC304074
Remote Similarity	0.6953	NPC318154
Remote Similarity	0.6944	NPC325651
Remote Similarity	0.694	NPC474584
Remote Similarity	0.6939	NPC476102
Remote Similarity	0.6939	NPC90194
Remote Similarity	0.6939	NPC475598
Remote Similarity	0.6939	NPC151706
Remote Similarity	0.6939	NPC49577
Remote Similarity	0.6939	NPC293377
Remote Similarity	0.6939	NPC474855
Remote Similarity	0.6939	NPC260045
Remote Similarity	0.6939	NPC118099
Remote Similarity	0.6939	NPC79465
Remote Similarity	0.6939	NPC273907
Remote Similarity	0.6939	NPC9687
Remote Similarity	0.6939	NPC76785
Remote Similarity	0.6939	NPC474811
Remote Similarity	0.6939	NPC474787
Remote Similarity	0.6939	NPC475318
Remote Similarity	0.6933	NPC40234
Remote Similarity	0.6928	NPC240848
Remote Similarity	0.6923	NPC210950
Remote Similarity	0.6923	NPC67043
Remote Similarity	0.6923	NPC199738
Remote Similarity	0.6923	NPC39431
Remote Similarity	0.6917	NPC319579
Remote Similarity	0.6914	NPC302597
Remote Similarity	0.6914	NPC141957
Remote Similarity	0.6913	NPC476259
Remote Similarity	0.6909	NPC477462
Remote Similarity	0.6909	NPC155506
Remote Similarity	0.6909	NPC159767
Remote Similarity	0.6909	NPC473402
Remote Similarity	0.6909	NPC279871
Remote Similarity	0.6905	NPC477637
Remote Similarity	0.6903	NPC300443
Remote Similarity	0.6894	NPC189116
Remote Similarity	0.6892	NPC109580
Remote Similarity	0.6892	NPC68865
Remote Similarity	0.689	NPC328494
Remote Similarity	0.689	NPC230611
Remote Similarity	0.6886	NPC45037
Remote Similarity	0.6884	NPC220698
Remote Similarity	0.6882	NPC299806
Remote Similarity	0.6871	NPC474473
Remote Similarity	0.6867	NPC168113
Remote Similarity	0.6855	NPC62104
Remote Similarity	0.6855	NPC1390

Drug Structure

NPD1329 OpenBabel08211700192D 25 26 0 0 1 0 0 0 0 0999 V2000 2.9641 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0981 1.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9641 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2321 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0981 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1810 -1.7226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2321 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 1.5388 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3660 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7688 -2.5316 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 2.5388 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 1.5823 -0.7045 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3660 4.0388 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5823 -0.7045 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1810 -1.7226 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3621 -3.4451 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7634 -2.4271 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2321 4.5388 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7688 -2.5316 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 4 1 0 0 0 0 3 5 2 0 0 0 0 4 9 2 0 0 0 0 5 9 1 0 0 0 0 6 10 1 0 0 0 0 6 11 1 0 0 0 0 7 12 1 0 0 0 0 7 15 1 0 0 0 0 8 10 1 0 0 0 0 8 17 1 0 0 0 0 9 13 1 0 0 0 0 10 16 1 0 0 0 0 11 14 1 0 0 0 0 11 17 1 0 0 0 0 12 17 1 0 0 0 0 12 18 2 0 0 0 0 13 16 2 3 0 0 0 13 19 1 0 0 0 0 14 20 2 0 0 0 0 14 21 1 0 0 0 0 15 22 1 0 0 0 0 15 23 1 0 0 0 0 19 24 1 0 0 0 0 21 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL001805
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	16735266
ChEBI
CAS Number

Drug Properties

Molecular Weight	291.12
ALogP	-2.5039
MLogP	2.23
XLogP	-1.018
HDA	7
HBD	3
Rotatable Bonds	8
TPSA	116.22
RO5 Violation	0