NPASS drugs

Drug Information

Drug ID:	NPD2031
Drug Name:	cebaracetam
Molecular Formula:	C16H18ClN3O3
Canonical SMILES:	Clc1ccc(cc1)C1CC(=O)N(C1)CC(=O)N1CCN=C(C1)O
Standard InCHI:	InChI=1S/C16H18ClN3O3/c17-13-3-1-11(2-4-13)12-7-15(22)20(8-12)10-16(23)19-6-5-18-14(21)9-19/h1-4,12H,5-10H2,(H,18,21)
Standard InCHIKey:	QPKMIYNBZGPJAR-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2031

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	117
0.1-0.2	1158
0.2-0.3	6952
0.3-0.4	15931
0.4-0.5	5540
0.5-0.6	968
0.6-0.7	198
0.7-0.8	23
0.8-0.85	3
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	0.8	NPC285926
Intermediate Similarity	0.8	NPC315276
Intermediate Similarity	0.8	NPC14672
Intermediate Similarity	0.7615	NPC200964
Intermediate Similarity	0.7576	NPC474082
Intermediate Similarity	0.7576	NPC175726
Intermediate Similarity	0.7462	NPC220698
Intermediate Similarity	0.7426	NPC473322
Intermediate Similarity	0.7422	NPC33742
Intermediate Similarity	0.7252	NPC470545
Intermediate Similarity	0.7246	NPC200589
Intermediate Similarity	0.7206	NPC101719
Intermediate Similarity	0.72	NPC45033
Intermediate Similarity	0.7197	NPC470546
Intermediate Similarity	0.7194	NPC255447
Intermediate Similarity	0.7185	NPC6975
Intermediate Similarity	0.7176	NPC470544
Intermediate Similarity	0.7164	NPC71684
Intermediate Similarity	0.7132	NPC222466
Intermediate Similarity	0.712	NPC473418
Intermediate Similarity	0.709	NPC27833
Intermediate Similarity	0.7077	NPC35850
Intermediate Similarity	0.7077	NPC276949
Intermediate Similarity	0.7045	NPC239357
Intermediate Similarity	0.7037	NPC202521
Intermediate Similarity	0.7023	NPC471318
Remote Similarity	0.6986	NPC161069
Remote Similarity	0.6967	NPC472258
Remote Similarity	0.6963	NPC476990
Remote Similarity	0.695	NPC130309
Remote Similarity	0.6918	NPC263493
Remote Similarity	0.6918	NPC269398
Remote Similarity	0.6897	NPC98424
Remote Similarity	0.6897	NPC316906
Remote Similarity	0.6897	NPC313694
Remote Similarity	0.6897	NPC92784
Remote Similarity	0.6897	NPC476133
Remote Similarity	0.6897	NPC178662
Remote Similarity	0.6897	NPC242159
Remote Similarity	0.6897	NPC470884
Remote Similarity	0.6861	NPC252878
Remote Similarity	0.6846	NPC313981
Remote Similarity	0.6812	NPC46427
Remote Similarity	0.6809	NPC111428
Remote Similarity	0.6806	NPC248283
Remote Similarity	0.6803	NPC256452
Remote Similarity	0.68	NPC138775
Remote Similarity	0.6779	NPC209509
Remote Similarity	0.6779	NPC5620
Remote Similarity	0.6761	NPC300315
Remote Similarity	0.6746	NPC329375
Remote Similarity	0.6733	NPC262077
Remote Similarity	0.6719	NPC143516
Remote Similarity	0.6715	NPC302169
Remote Similarity	0.6711	NPC476978
Remote Similarity	0.6711	NPC52748
Remote Similarity	0.6689	NPC469427
Remote Similarity	0.6689	NPC469426
Remote Similarity	0.6667	NPC130898
Remote Similarity	0.6667	NPC474973
Remote Similarity	0.6667	NPC89489
Remote Similarity	0.6667	NPC132636
Remote Similarity	0.6667	NPC471680
Remote Similarity	0.6667	NPC474804
Remote Similarity	0.6643	NPC22746
Remote Similarity	0.6621	NPC287401
Remote Similarity	0.662	NPC319766
Remote Similarity	0.6601	NPC129666
Remote Similarity	0.6601	NPC2501
Remote Similarity	0.6599	NPC471265
Remote Similarity	0.6599	NPC471264
Remote Similarity	0.6589	NPC474559
Remote Similarity	0.6582	NPC104345
Remote Similarity	0.6581	NPC122590
Remote Similarity	0.6579	NPC225648
Remote Similarity	0.6579	NPC329761
Remote Similarity	0.6579	NPC16188
Remote Similarity	0.6573	NPC469666
Remote Similarity	0.6562	NPC471310
Remote Similarity	0.6538	NPC473498
Remote Similarity	0.6536	NPC471820
Remote Similarity	0.6536	NPC471821
Remote Similarity	0.6536	NPC240848
Remote Similarity	0.6533	NPC139326
Remote Similarity	0.6516	NPC233702
Remote Similarity	0.6512	NPC275467
Remote Similarity	0.6471	NPC145113
Remote Similarity	0.6463	NPC141050
Remote Similarity	0.6447	NPC316008
Remote Similarity	0.6447	NPC315266
Remote Similarity	0.6447	NPC313867
Remote Similarity	0.6439	NPC77294
Remote Similarity	0.6438	NPC325479
Remote Similarity	0.6433	NPC473002
Remote Similarity	0.6424	NPC197682
Remote Similarity	0.6419	NPC293377
Remote Similarity	0.6419	NPC476102
Remote Similarity	0.6419	NPC9687
Remote Similarity	0.6419	NPC76785
Remote Similarity	0.6419	NPC474855
Remote Similarity	0.6419	NPC118099
Remote Similarity	0.6419	NPC273907
Remote Similarity	0.6419	NPC475598
Remote Similarity	0.6419	NPC151706
Remote Similarity	0.6419	NPC49577
Remote Similarity	0.6419	NPC79465
Remote Similarity	0.6419	NPC260045
Remote Similarity	0.6419	NPC475318
Remote Similarity	0.6419	NPC474787
Remote Similarity	0.6419	NPC474811
Remote Similarity	0.6419	NPC90194
Remote Similarity	0.6412	NPC274089
Remote Similarity	0.6412	NPC471447
Remote Similarity	0.6412	NPC191215
Remote Similarity	0.641	NPC162104
Remote Similarity	0.6405	NPC314358
Remote Similarity	0.64	NPC268841
Remote Similarity	0.64	NPC46098
Remote Similarity	0.64	NPC307357
Remote Similarity	0.64	NPC239762
Remote Similarity	0.64	NPC163392
Remote Similarity	0.6397	NPC113099
Remote Similarity	0.6392	NPC469903
Remote Similarity	0.6387	NPC283783
Remote Similarity	0.6382	NPC315283
Remote Similarity	0.6382	NPC314388
Remote Similarity	0.6378	NPC322598
Remote Similarity	0.6376	NPC127741
Remote Similarity	0.6376	NPC68865
Remote Similarity	0.6369	NPC202198
Remote Similarity	0.6364	NPC55529
Remote Similarity	0.6364	NPC135121
Remote Similarity	0.6358	NPC168113
Remote Similarity	0.635	NPC473573
Remote Similarity	0.6343	NPC319579
Remote Similarity	0.634	NPC201244
Remote Similarity	0.634	NPC322878
Remote Similarity	0.634	NPC477217
Remote Similarity	0.6328	NPC12730
Remote Similarity	0.632	NPC71140
Remote Similarity	0.6316	NPC77905
Remote Similarity	0.6316	NPC468984
Remote Similarity	0.6316	NPC473676
Remote Similarity	0.6312	NPC297145
Remote Similarity	0.6312	NPC197743
Remote Similarity	0.6308	NPC164859
Remote Similarity	0.6296	NPC475013
Remote Similarity	0.6291	NPC476259
Remote Similarity	0.627	NPC303045
Remote Similarity	0.627	NPC161972
Remote Similarity	0.6267	NPC325599
Remote Similarity	0.625	NPC474584
Remote Similarity	0.625	NPC476989
Remote Similarity	0.6235	NPC473003
Remote Similarity	0.6235	NPC469902
Remote Similarity	0.6218	NPC9373
Remote Similarity	0.6218	NPC105717
Remote Similarity	0.6209	NPC176226
Remote Similarity	0.6207	NPC477937
Remote Similarity	0.6204	NPC476048
Remote Similarity	0.6196	NPC68650
Remote Similarity	0.6183	NPC471317
Remote Similarity	0.6179	NPC12429
Remote Similarity	0.6172	NPC311242
Remote Similarity	0.6165	NPC327481
Remote Similarity	0.6164	NPC239990
Remote Similarity	0.6164	NPC152850
Remote Similarity	0.6164	NPC105114
Remote Similarity	0.6164	NPC89923
Remote Similarity	0.6164	NPC71933
Remote Similarity	0.6164	NPC5194
Remote Similarity	0.6164	NPC262166
Remote Similarity	0.6164	NPC261934
Remote Similarity	0.616	NPC226438
Remote Similarity	0.6154	NPC311658
Remote Similarity	0.6139	NPC324081
Remote Similarity	0.6135	NPC469901
Remote Similarity	0.6133	NPC313352
Remote Similarity	0.6107	NPC246079
Remote Similarity	0.6107	NPC473962
Remote Similarity	0.6107	NPC257390
Remote Similarity	0.6099	NPC310467
Remote Similarity	0.6098	NPC241794
Remote Similarity	0.6098	NPC17497
Remote Similarity	0.6098	NPC73655
Remote Similarity	0.6098	NPC305602
Remote Similarity	0.6096	NPC136453
Remote Similarity	0.609	NPC67043
Remote Similarity	0.6081	NPC179224
Remote Similarity	0.6074	NPC319320
Remote Similarity	0.6074	NPC287757
Remote Similarity	0.6063	NPC474974
Remote Similarity	0.6062	NPC286551
Remote Similarity	0.6062	NPC56685
Remote Similarity	0.6062	NPC473341
Remote Similarity	0.6058	NPC329011
Remote Similarity	0.6053	NPC109580
Remote Similarity	0.6048	NPC141957
Remote Similarity	0.6042	NPC169485
Remote Similarity	0.6042	NPC317474

Drug Structure

NPD2031 OpenBabel08211701392D 24 26 0 0 1 0 0 0 0 0999 V2000 -3.1650 -1.0409 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9839 0.6817 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1595 -0.9364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9785 0.7862 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 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 -1.0827 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9135 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 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 -2.5772 -0.2319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5827 -0.3364 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -4.5662 -0.0228 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 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 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5608 0.0817 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 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 5.1962 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6386 -1.6637 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 11 2 0 0 0 0 2 4 2 0 0 0 0 2 11 1 0 0 0 0 3 13 2 0 0 0 0 4 13 1 0 0 0 0 5 6 1 0 0 0 0 5 18 1 0 0 0 0 6 19 1 0 0 0 0 7 12 1 0 0 0 0 7 15 1 0 0 0 0 8 12 1 0 0 0 0 8 20 1 0 0 0 0 9 14 1 0 0 0 0 9 19 1 0 0 0 0 10 16 1 0 0 0 0 10 20 1 0 0 0 0 11 12 1 0 0 0 0 13 17 1 0 0 0 0 14 18 2 0 0 0 0 14 21 1 0 0 0 0 15 20 1 0 0 0 0 15 22 2 0 0 0 0 16 19 1 0 0 0 0 16 23 2 0 0 0 0 21 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003855
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	335.10
ALogP	-1.4712
MLogP	2.45
XLogP	0.769
HDA	6
HBD	1
Rotatable Bonds	6
TPSA	73.21
RO5 Violation	0