NPASS drugs

Drug Information

Drug ID:	NPD3125
Drug Name:	Proglumide
Molecular Formula:	C18H26N2O4
Canonical SMILES:	CCCN(C(=O)C(N=C(c1ccccc1)O)CCC(=O)O)CCC
Standard InCHI:	InChI=1S/C18H26N2O4/c1-3-12-20(13-4-2)18(24)15(10-11-16(21)22)19-17(23)14-8-6-5-7-9-14/h5-9,15H,3-4,10-13H2,1-2H3,(H,19,23)(H,21,22)
Standard InCHIKey:	DGMKFQYCZXERLX-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3125

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	94
0.1-0.2	759
0.2-0.3	3329
0.3-0.4	9500
0.4-0.5	13339
0.5-0.6	3213
0.6-0.7	536
0.7-0.8	118
0.8-0.85	2
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	0.8092	NPC469666
Intermediate Similarity	0.8	NPC311658
Intermediate Similarity	0.766	NPC315283
Intermediate Similarity	0.766	NPC314388
Intermediate Similarity	0.7656	NPC470545
Intermediate Similarity	0.7606	NPC316008
Intermediate Similarity	0.7606	NPC313867
Intermediate Similarity	0.7597	NPC470546
Intermediate Similarity	0.7578	NPC470544
Intermediate Similarity	0.7576	NPC6975
Intermediate Similarity	0.7571	NPC239762
Intermediate Similarity	0.7571	NPC163392
Intermediate Similarity	0.7556	NPC111428
Intermediate Similarity	0.7552	NPC314358
Intermediate Similarity	0.7483	NPC473341
Intermediate Similarity	0.7481	NPC200964
Intermediate Similarity	0.7463	NPC4974
Intermediate Similarity	0.7458	NPC3371
Intermediate Similarity	0.7442	NPC239357
Intermediate Similarity	0.7431	NPC81026
Intermediate Similarity	0.7424	NPC202521
Intermediate Similarity	0.7422	NPC33742
Intermediate Similarity	0.7403	NPC294516
Intermediate Similarity	0.7403	NPC107938
Intermediate Similarity	0.7391	NPC246079
Intermediate Similarity	0.7379	NPC16188
Intermediate Similarity	0.7376	NPC313694
Intermediate Similarity	0.7376	NPC242159
Intermediate Similarity	0.7361	NPC266741
Intermediate Similarity	0.7348	NPC476990
Intermediate Similarity	0.7344	NPC276949
Intermediate Similarity	0.7344	NPC35850
Intermediate Similarity	0.7338	NPC61004
Intermediate Similarity	0.7319	NPC130309
Intermediate Similarity	0.7315	NPC39431
Intermediate Similarity	0.7308	NPC46009
Intermediate Similarity	0.7308	NPC14672
Intermediate Similarity	0.7308	NPC285926
Intermediate Similarity	0.7308	NPC315276
Intermediate Similarity	0.7305	NPC127741
Intermediate Similarity	0.7305	NPC471265
Intermediate Similarity	0.7305	NPC471264
Intermediate Similarity	0.7303	NPC114806
Intermediate Similarity	0.7295	NPC318154
Intermediate Similarity	0.7293	NPC71684
Intermediate Similarity	0.7279	NPC254798
Intermediate Similarity	0.7273	NPC476989
Intermediate Similarity	0.7266	NPC257390
Intermediate Similarity	0.7248	NPC5194
Intermediate Similarity	0.7248	NPC56685
Intermediate Similarity	0.7248	NPC261934
Intermediate Similarity	0.7248	NPC262166
Intermediate Similarity	0.7239	NPC252878
Intermediate Similarity	0.7237	NPC24617
Intermediate Similarity	0.7226	NPC210950
Intermediate Similarity	0.7226	NPC199738
Intermediate Similarity	0.7206	NPC101719
Intermediate Similarity	0.72	NPC45033
Intermediate Similarity	0.7197	NPC475204
Intermediate Similarity	0.7197	NPC40234
Intermediate Similarity	0.7197	NPC220698
Intermediate Similarity	0.7197	NPC475123
Intermediate Similarity	0.7194	NPC255447
Intermediate Similarity	0.7185	NPC46427
Intermediate Similarity	0.7181	NPC162104
Intermediate Similarity	0.7174	NPC473322
Intermediate Similarity	0.717	NPC159767
Intermediate Similarity	0.717	NPC473402
Intermediate Similarity	0.717	NPC155506
Intermediate Similarity	0.717	NPC279871
Intermediate Similarity	0.7152	NPC473580
Intermediate Similarity	0.7152	NPC230611
Intermediate Similarity	0.7133	NPC202198
Intermediate Similarity	0.7132	NPC222466
Intermediate Similarity	0.7123	NPC315266
Intermediate Similarity	0.7122	NPC300315
Intermediate Similarity	0.7114	NPC7817
Intermediate Similarity	0.7114	NPC475168
Intermediate Similarity	0.7107	NPC137627
Intermediate Similarity	0.7107	NPC273755
Intermediate Similarity	0.7107	NPC33168
Intermediate Similarity	0.7107	NPC306804
Intermediate Similarity	0.709	NPC190663
Intermediate Similarity	0.7083	NPC476259
Intermediate Similarity	0.7067	NPC233702
Intermediate Similarity	0.7063	NPC68865
Intermediate Similarity	0.7063	NPC476227
Intermediate Similarity	0.7063	NPC473354
Intermediate Similarity	0.7063	NPC327481
Intermediate Similarity	0.7055	NPC52748
Intermediate Similarity	0.7055	NPC476978
Intermediate Similarity	0.705	NPC311753
Intermediate Similarity	0.7047	NPC2501
Intermediate Similarity	0.7042	NPC248283
Intermediate Similarity	0.7039	NPC476268
Intermediate Similarity	0.7037	NPC194671
Intermediate Similarity	0.7037	NPC269750
Intermediate Similarity	0.7034	NPC263493
Intermediate Similarity	0.7034	NPC168113
Intermediate Similarity	0.7034	NPC269398
Intermediate Similarity	0.7027	NPC225648
Intermediate Similarity	0.7027	NPC329761
Intermediate Similarity	0.7027	NPC145113
Intermediate Similarity	0.7019	NPC50016
Intermediate Similarity	0.7015	NPC319950
Intermediate Similarity	0.7014	NPC98424
Intermediate Similarity	0.7014	NPC92784
Intermediate Similarity	0.7014	NPC476133
Intermediate Similarity	0.7014	NPC470884
Intermediate Similarity	0.7014	NPC178662
Intermediate Similarity	0.7014	NPC132636
Intermediate Similarity	0.7007	NPC22746
Intermediate Similarity	0.7007	NPC471680
Intermediate Similarity	0.7007	NPC5620
Intermediate Similarity	0.7007	NPC209509
Intermediate Similarity	0.7007	NPC322878
Intermediate Similarity	0.7	NPC474584
Intermediate Similarity	0.7	NPC200589
Intermediate Similarity	0.7	NPC478147
Intermediate Similarity	0.7	NPC473491
Remote Similarity	0.6993	NPC474855
Remote Similarity	0.6993	NPC476102
Remote Similarity	0.6993	NPC260045
Remote Similarity	0.6993	NPC9687
Remote Similarity	0.6993	NPC90194
Remote Similarity	0.6993	NPC49577
Remote Similarity	0.6993	NPC76785
Remote Similarity	0.6993	NPC474787
Remote Similarity	0.6993	NPC273907
Remote Similarity	0.6993	NPC293377
Remote Similarity	0.6993	NPC118099
Remote Similarity	0.6993	NPC79465
Remote Similarity	0.6993	NPC475318
Remote Similarity	0.6993	NPC474811
Remote Similarity	0.6993	NPC475598
Remote Similarity	0.6993	NPC151706
Remote Similarity	0.6992	NPC12730
Remote Similarity	0.6987	NPC471053
Remote Similarity	0.6987	NPC471051
Remote Similarity	0.6987	NPC471052
Remote Similarity	0.6986	NPC77905
Remote Similarity	0.6986	NPC468984
Remote Similarity	0.6986	NPC176226
Remote Similarity	0.6986	NPC197682
Remote Similarity	0.6986	NPC161069
Remote Similarity	0.6985	NPC474862
Remote Similarity	0.6985	NPC160493
Remote Similarity	0.6984	NPC211551
Remote Similarity	0.6981	NPC198254
Remote Similarity	0.6981	NPC274198
Remote Similarity	0.6981	NPC276506
Remote Similarity	0.6978	NPC319766
Remote Similarity	0.6974	NPC470902
Remote Similarity	0.6972	NPC287401
Remote Similarity	0.6968	NPC475544
Remote Similarity	0.6968	NPC469243
Remote Similarity	0.6966	NPC48202
Remote Similarity	0.6963	NPC476183
Remote Similarity	0.6963	NPC27833
Remote Similarity	0.6957	NPC26108
Remote Similarity	0.6951	NPC473404
Remote Similarity	0.6943	NPC63931
Remote Similarity	0.6934	NPC175726
Remote Similarity	0.6934	NPC474082
Remote Similarity	0.6933	NPC13470
Remote Similarity	0.6933	NPC45037
Remote Similarity	0.6929	NPC296712
Remote Similarity	0.6928	NPC244509
Remote Similarity	0.6923	NPC198747
Remote Similarity	0.6913	NPC135121
Remote Similarity	0.6912	NPC476281
Remote Similarity	0.6912	NPC476184
Remote Similarity	0.6908	NPC122590
Remote Similarity	0.6901	NPC326966
Remote Similarity	0.6892	NPC477217
Remote Similarity	0.6892	NPC201244
Remote Similarity	0.6879	NPC325651
Remote Similarity	0.6871	NPC139326
Remote Similarity	0.6867	NPC471821
Remote Similarity	0.6867	NPC471048
Remote Similarity	0.6867	NPC471820
Remote Similarity	0.6867	NPC294951
Remote Similarity	0.6867	NPC471049
Remote Similarity	0.6867	NPC471050
Remote Similarity	0.6861	NPC142577
Remote Similarity	0.6861	NPC27581
Remote Similarity	0.6853	NPC244866
Remote Similarity	0.6852	NPC471165
Remote Similarity	0.6848	NPC476321
Remote Similarity	0.6846	NPC262077
Remote Similarity	0.6846	NPC319579
Remote Similarity	0.6842	NPC300443
Remote Similarity	0.6839	NPC323336
Remote Similarity	0.6839	NPC326349
Remote Similarity	0.6838	NPC80150
Remote Similarity	0.6835	NPC223207
Remote Similarity	0.6835	NPC472923
Remote Similarity	0.6835	NPC189116
Remote Similarity	0.6832	NPC89831
Remote Similarity	0.6825	NPC164859

Drug Structure

NPD3125 OpenBabel08211702562D 26 26 0 0 1 0 0 0 0 0999 V2000 -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 -4.3301 2.5000 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 -0.0000 -2.0000 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 -2.5981 -0.5000 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 -3.4641 0.0000 0.0000 C 0 0 0 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 -1.7321 1.0000 0.0000 C 0 0 3 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 0.0000 1.0000 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 -0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 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 -3.4641 -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 -2.5981 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 12 1 0 0 0 0 4 13 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 9 2 0 0 0 0 8 14 2 0 0 0 0 9 14 1 0 0 0 0 10 11 1 0 0 0 0 10 15 1 0 0 0 0 11 16 1 0 0 0 0 12 20 1 0 0 0 0 13 20 1 0 0 0 0 14 17 1 0 0 0 0 15 18 1 0 0 0 0 15 19 1 0 0 0 0 16 21 2 0 0 0 0 16 22 1 0 0 0 0 17 19 2 3 0 0 0 17 23 1 0 0 0 0 18 20 1 0 0 0 0 18 24 2 0 0 0 0 22 25 1 0 0 0 0 23 26 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	334.19
ALogP	-1.8167
MLogP	2.78
XLogP	3.513
HDA	6
HBD	2
Rotatable Bonds	15
TPSA	90.2
RO5 Violation	1