NPASS drugs

Drug Information

Drug ID:	NPD302
Drug Name:	Benserazide
Molecular Formula:	C10H15N3O5
Canonical SMILES:	OCC(C(=NNCc1ccc(c(c1O)O)O)O)N
Standard InCHI:	InChI=1S/C10H15N3O5/c11-6(4-14)10(18)13-12-3-5-1-2-7(15)9(17)8(5)16/h1-2,6,12,14-17H,3-4,11H2,(H,13,18)
Standard InCHIKey:	BNQDCRGUHNALGH-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD302

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	181
0.1-0.2	1225
0.2-0.3	7475
0.3-0.4	6281
0.4-0.5	5486
0.5-0.6	8670
0.6-0.7	1514
0.7-0.8	57
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	0.8058	NPC318777
Intermediate Similarity	0.7899	NPC169207
Intermediate Similarity	0.7899	NPC115627
Intermediate Similarity	0.7899	NPC118522
Intermediate Similarity	0.7586	NPC477839
Intermediate Similarity	0.7574	NPC146422
Intermediate Similarity	0.7517	NPC236347
Intermediate Similarity	0.7517	NPC323775
Intermediate Similarity	0.7362	NPC329837
Intermediate Similarity	0.7351	NPC64205
Intermediate Similarity	0.7338	NPC142599
Intermediate Similarity	0.7315	NPC326599
Intermediate Similarity	0.7315	NPC329595
Intermediate Similarity	0.7303	NPC126637
Intermediate Similarity	0.7254	NPC85276
Intermediate Similarity	0.7239	NPC37205
Intermediate Similarity	0.7239	NPC160931
Intermediate Similarity	0.723	NPC16031
Intermediate Similarity	0.723	NPC161593
Intermediate Similarity	0.723	NPC145888
Intermediate Similarity	0.7226	NPC145638
Intermediate Similarity	0.7226	NPC290566
Intermediate Similarity	0.7226	NPC172046
Intermediate Similarity	0.7226	NPC326241
Intermediate Similarity	0.7222	NPC284078
Intermediate Similarity	0.7211	NPC318965
Intermediate Similarity	0.7203	NPC268572
Intermediate Similarity	0.7162	NPC322366
Intermediate Similarity	0.7153	NPC472071
Intermediate Similarity	0.7152	NPC302171
Intermediate Similarity	0.7152	NPC33338
Intermediate Similarity	0.7152	NPC93882
Intermediate Similarity	0.7152	NPC300020
Intermediate Similarity	0.7152	NPC88667
Intermediate Similarity	0.7152	NPC130595
Intermediate Similarity	0.7152	NPC208757
Intermediate Similarity	0.7105	NPC285078
Intermediate Similarity	0.7105	NPC6854
Intermediate Similarity	0.7105	NPC313737
Intermediate Similarity	0.7101	NPC71266
Intermediate Similarity	0.7086	NPC255550
Intermediate Similarity	0.7086	NPC308885
Intermediate Similarity	0.7083	NPC283760
Intermediate Similarity	0.7075	NPC140359
Intermediate Similarity	0.7075	NPC13020
Intermediate Similarity	0.7067	NPC271808
Intermediate Similarity	0.7059	NPC182257
Intermediate Similarity	0.7059	NPC218530
Intermediate Similarity	0.7051	NPC477838
Intermediate Similarity	0.7051	NPC477837
Intermediate Similarity	0.7051	NPC323123
Intermediate Similarity	0.7029	NPC114392
Intermediate Similarity	0.7029	NPC105727
Intermediate Similarity	0.7029	NPC34864
Intermediate Similarity	0.7029	NPC58427
Intermediate Similarity	0.7014	NPC122009
Intermediate Similarity	0.7	NPC291847
Intermediate Similarity	0.7	NPC268032
Remote Similarity	0.6987	NPC296898
Remote Similarity	0.6987	NPC211468
Remote Similarity	0.6987	NPC170170
Remote Similarity	0.6987	NPC219233
Remote Similarity	0.6985	NPC12278
Remote Similarity	0.6957	NPC176527
Remote Similarity	0.6951	NPC275027
Remote Similarity	0.6944	NPC283468
Remote Similarity	0.6933	NPC476742
Remote Similarity	0.6923	NPC41473
Remote Similarity	0.6923	NPC10286
Remote Similarity	0.6923	NPC312770
Remote Similarity	0.6923	NPC160607
Remote Similarity	0.6923	NPC204848
Remote Similarity	0.6923	NPC213
Remote Similarity	0.6923	NPC14600
Remote Similarity	0.6913	NPC105513
Remote Similarity	0.6912	NPC68055
Remote Similarity	0.6897	NPC144343
Remote Similarity	0.689	NPC476741
Remote Similarity	0.6889	NPC29601
Remote Similarity	0.6879	NPC231371
Remote Similarity	0.6852	NPC476743
Remote Similarity	0.6849	NPC217174
Remote Similarity	0.6842	NPC13916
Remote Similarity	0.6842	NPC264850
Remote Similarity	0.6839	NPC289743
Remote Similarity	0.6839	NPC110374
Remote Similarity	0.6838	NPC110764
Remote Similarity	0.6828	NPC137096
Remote Similarity	0.6828	NPC277588
Remote Similarity	0.6821	NPC321561
Remote Similarity	0.6815	NPC214988
Remote Similarity	0.6815	NPC131587
Remote Similarity	0.6812	NPC292452
Remote Similarity	0.681	NPC476744
Remote Similarity	0.6807	NPC2295
Remote Similarity	0.6807	NPC477564
Remote Similarity	0.6806	NPC317254
Remote Similarity	0.6803	NPC252817
Remote Similarity	0.6803	NPC229401
Remote Similarity	0.6795	NPC6913
Remote Similarity	0.6792	NPC66518
Remote Similarity	0.6788	NPC127402
Remote Similarity	0.6784	NPC24465
Remote Similarity	0.678	NPC474507
Remote Similarity	0.6776	NPC153990
Remote Similarity	0.6772	NPC299583
Remote Similarity	0.677	NPC294249
Remote Similarity	0.6763	NPC204908
Remote Similarity	0.6763	NPC83198
Remote Similarity	0.6761	NPC1291
Remote Similarity	0.6761	NPC115343
Remote Similarity	0.6757	NPC24125
Remote Similarity	0.6753	NPC114102
Remote Similarity	0.6752	NPC174754
Remote Similarity	0.6736	NPC118202
Remote Similarity	0.6735	NPC191866
Remote Similarity	0.673	NPC469360
Remote Similarity	0.673	NPC168861
Remote Similarity	0.6712	NPC38458
Remote Similarity	0.6712	NPC311737
Remote Similarity	0.6711	NPC237667
Remote Similarity	0.6711	NPC49341
Remote Similarity	0.6711	NPC27581
Remote Similarity	0.6711	NPC211992
Remote Similarity	0.671	NPC214869
Remote Similarity	0.6706	NPC66678
Remote Similarity	0.6706	NPC202839
Remote Similarity	0.6703	NPC11296
Remote Similarity	0.6703	NPC175890
Remote Similarity	0.6703	NPC82457
Remote Similarity	0.6703	NPC274661
Remote Similarity	0.6703	NPC48490
Remote Similarity	0.6691	NPC125732
Remote Similarity	0.669	NPC472893
Remote Similarity	0.6689	NPC183446
Remote Similarity	0.6689	NPC223451
Remote Similarity	0.6688	NPC212015
Remote Similarity	0.6688	NPC262641
Remote Similarity	0.6686	NPC235628
Remote Similarity	0.6667	NPC471485
Remote Similarity	0.6667	NPC148709
Remote Similarity	0.6667	NPC173416
Remote Similarity	0.6667	NPC191132
Remote Similarity	0.6667	NPC150670
Remote Similarity	0.6667	NPC476577
Remote Similarity	0.6667	NPC60295
Remote Similarity	0.6667	NPC107602
Remote Similarity	0.6667	NPC251571
Remote Similarity	0.6667	NPC197921
Remote Similarity	0.6648	NPC232386
Remote Similarity	0.6648	NPC190783
Remote Similarity	0.6648	NPC152680
Remote Similarity	0.6647	NPC286790
Remote Similarity	0.6647	NPC53146
Remote Similarity	0.6647	NPC68328
Remote Similarity	0.6647	NPC188120
Remote Similarity	0.6646	NPC115144
Remote Similarity	0.6646	NPC277857
Remote Similarity	0.6646	NPC106183
Remote Similarity	0.6645	NPC265483
Remote Similarity	0.6645	NPC82483
Remote Similarity	0.6645	NPC299584
Remote Similarity	0.6645	NPC33654
Remote Similarity	0.6644	NPC82963
Remote Similarity	0.6643	NPC257430
Remote Similarity	0.6643	NPC187583
Remote Similarity	0.6643	NPC179002
Remote Similarity	0.6625	NPC91953
Remote Similarity	0.6623	NPC325651
Remote Similarity	0.6623	NPC165375
Remote Similarity	0.6623	NPC53567
Remote Similarity	0.6623	NPC220598
Remote Similarity	0.6622	NPC20674
Remote Similarity	0.6622	NPC226629
Remote Similarity	0.6621	NPC120280
Remote Similarity	0.6618	NPC107619
Remote Similarity	0.6618	NPC109955
Remote Similarity	0.6613	NPC234318
Remote Similarity	0.661	NPC329969
Remote Similarity	0.6604	NPC469828
Remote Similarity	0.6601	NPC214406
Remote Similarity	0.6601	NPC44748
Remote Similarity	0.6601	NPC78974
Remote Similarity	0.6601	NPC28730
Remote Similarity	0.6601	NPC223136
Remote Similarity	0.6601	NPC103823
Remote Similarity	0.6601	NPC18924
Remote Similarity	0.66	NPC474862
Remote Similarity	0.66	NPC39029
Remote Similarity	0.6599	NPC259638
Remote Similarity	0.6599	NPC120075
Remote Similarity	0.6597	NPC473521
Remote Similarity	0.6595	NPC85381
Remote Similarity	0.659	NPC209377
Remote Similarity	0.6587	NPC76213
Remote Similarity	0.6587	NPC277669
Remote Similarity	0.6581	NPC52029
Remote Similarity	0.6581	NPC35961
Remote Similarity	0.6581	NPC195749
Remote Similarity	0.6577	NPC232084

Drug Structure

NPD302 OpenBabel08201723122D 26 26 0 0 1 0 0 0 0 0999 V2000 -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 1.7321 -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 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 C 0 0 3 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 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 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 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 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 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 5 1 0 0 0 0 2 7 1 0 0 0 0 3 5 1 0 0 0 0 3 12 1 0 0 0 0 4 6 1 0 0 0 0 4 14 1 0 0 0 0 5 8 2 0 0 0 0 6 10 1 0 0 0 0 6 11 1 0 0 0 0 7 9 2 0 0 0 0 7 15 1 0 0 0 0 8 9 1 0 0 0 0 8 16 1 0 0 0 0 9 17 1 0 0 0 0 10 13 2 3 0 0 0 10 18 1 0 0 0 0 11 19 1 0 0 0 0 11 20 1 0 0 0 0 12 13 1 0 0 0 0 12 21 1 0 0 0 0 14 22 1 0 0 0 0 15 23 1 0 0 0 0 16 24 1 0 0 0 0 17 25 1 0 0 0 0 18 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000294
DrugBank
ChEMBL
IUPHAR/BPS	5150
PharmaGKB
KEGG Drug
PubChem CID	2327
ChEBI
CAS Number

Drug Properties

Molecular Weight	257.10
ALogP	-3.227
MLogP	1.68
XLogP	-0.06
HDA	5
HBD	7
Rotatable Bonds	11
TPSA	151.56
RO5 Violation	1