NPASS drugs

Drug Information

Drug ID:	NPD8
Drug Name:	Debrisoquin Sulfate
Molecular Formula:	2C10H13N3.H2O4S
Canonical SMILES:	OS(=O)(=O)O.NC(=N)N1CCc2c(C1)cccc2.NC(=N)N1CCc2c(C1)cccc2
Standard InCHI:	InChI=1S/2C10H13N3.H2O4S/c211-10(12)13-6-5-8-3-1-2-4-9(8)7-13;1-5(2,3)4/h21-4H,5-7H2,(H3,11,12);(H2,1,2,3,4)
Standard InCHIKey:	CAYGYVYWRIHZCQ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8

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	363
0.1-0.2	3482
0.2-0.3	11474
0.3-0.4	11364
0.4-0.5	3405
0.5-0.6	686
0.6-0.7	93
0.7-0.8	20
0.8-0.85	0
0.85-0.9	2
0.9-0.95	0
0.95-1	1

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
High Similarity	1.0	NPC322040
High Similarity	0.8636	NPC104070
High Similarity	0.8556	NPC258046
Intermediate Similarity	0.7938	NPC469330
Intermediate Similarity	0.7917	NPC470926
Intermediate Similarity	0.7857	NPC329430
Intermediate Similarity	0.7768	NPC326232
Intermediate Similarity	0.7742	NPC169016
Intermediate Similarity	0.7727	NPC98976
Intermediate Similarity	0.7677	NPC108339
Intermediate Similarity	0.7667	NPC12857
Intermediate Similarity	0.764	NPC271642
Intermediate Similarity	0.76	NPC471320
Intermediate Similarity	0.76	NPC471319
Intermediate Similarity	0.7273	NPC219246
Intermediate Similarity	0.7253	NPC139658
Intermediate Similarity	0.7238	NPC239854
Intermediate Similarity	0.7228	NPC7067
Intermediate Similarity	0.7174	NPC98269
Intermediate Similarity	0.7174	NPC325662
Intermediate Similarity	0.7083	NPC119677
Intermediate Similarity	0.7079	NPC229235
Intermediate Similarity	0.7033	NPC299134
Remote Similarity	0.6944	NPC469974
Remote Similarity	0.6923	NPC244738
Remote Similarity	0.6848	NPC112609
Remote Similarity	0.6848	NPC122327
Remote Similarity	0.6848	NPC113000
Remote Similarity	0.6847	NPC164802
Remote Similarity	0.6837	NPC133162
Remote Similarity	0.68	NPC305602
Remote Similarity	0.68	NPC17497
Remote Similarity	0.6774	NPC276699
Remote Similarity	0.6759	NPC291610
Remote Similarity	0.6727	NPC474695
Remote Similarity	0.6701	NPC231986
Remote Similarity	0.6696	NPC314141
Remote Similarity	0.6632	NPC290638
Remote Similarity	0.6566	NPC474088
Remote Similarity	0.6529	NPC475915
Remote Similarity	0.6477	NPC71009
Remote Similarity	0.6476	NPC108800
Remote Similarity	0.6471	NPC60408
Remote Similarity	0.6471	NPC473031
Remote Similarity	0.6455	NPC329375
Remote Similarity	0.6442	NPC191444
Remote Similarity	0.6441	NPC288232
Remote Similarity	0.6404	NPC302790
Remote Similarity	0.64	NPC252794
Remote Similarity	0.6364	NPC310758
Remote Similarity	0.6364	NPC238023
Remote Similarity	0.6346	NPC470877
Remote Similarity	0.6346	NPC176858
Remote Similarity	0.6333	NPC291066
Remote Similarity	0.6321	NPC473661
Remote Similarity	0.6316	NPC79618
Remote Similarity	0.6316	NPC434
Remote Similarity	0.6292	NPC66517
Remote Similarity	0.6286	NPC471307
Remote Similarity	0.6286	NPC121872
Remote Similarity	0.6286	NPC209764
Remote Similarity	0.6286	NPC141139
Remote Similarity	0.6286	NPC78041
Remote Similarity	0.6286	NPC159178
Remote Similarity	0.6286	NPC74936
Remote Similarity	0.626	NPC314192
Remote Similarity	0.625	NPC30445
Remote Similarity	0.6239	NPC472258
Remote Similarity	0.6237	NPC200936
Remote Similarity	0.6231	NPC101165
Remote Similarity	0.6222	NPC21211
Remote Similarity	0.6216	NPC474582
Remote Similarity	0.6214	NPC203076
Remote Similarity	0.6204	NPC256452
Remote Similarity	0.6198	NPC313449
Remote Similarity	0.6174	NPC55529
Remote Similarity	0.6154	NPC155172
Remote Similarity	0.6154	NPC471638
Remote Similarity	0.6148	NPC264580
Remote Similarity	0.614	NPC473418
Remote Similarity	0.6129	NPC273830
Remote Similarity	0.6116	NPC313673
Remote Similarity	0.6111	NPC217277
Remote Similarity	0.6111	NPC471309
Remote Similarity	0.6106	NPC474430
Remote Similarity	0.6098	NPC143603
Remote Similarity	0.6094	NPC145754
Remote Similarity	0.6092	NPC198841
Remote Similarity	0.6075	NPC226438
Remote Similarity	0.6064	NPC139416
Remote Similarity	0.6064	NPC246822
Remote Similarity	0.6064	NPC213570
Remote Similarity	0.6063	NPC52764
Remote Similarity	0.6053	NPC275467
Remote Similarity	0.6044	NPC113670
Remote Similarity	0.6044	NPC50266
Remote Similarity	0.6043	NPC204141
Remote Similarity	0.6032	NPC283130
Remote Similarity	0.6032	NPC328683
Remote Similarity	0.6031	NPC282398
Remote Similarity	0.6023	NPC120441
Remote Similarity	0.6023	NPC212114
Remote Similarity	0.6023	NPC300345
Remote Similarity	0.6023	NPC65873
Remote Similarity	0.6022	NPC6107
Remote Similarity	0.602	NPC110264
Remote Similarity	0.6016	NPC320656
Remote Similarity	0.6	NPC72670
Remote Similarity	0.6	NPC262295
Remote Similarity	0.6	NPC263385
Remote Similarity	0.6	NPC246588
Remote Similarity	0.6	NPC476198
Remote Similarity	0.6	NPC251490
Remote Similarity	0.6	NPC187036
Remote Similarity	0.6	NPC143516
Remote Similarity	0.6	NPC135924
Remote Similarity	0.5983	NPC77294
Remote Similarity	0.5977	NPC149436
Remote Similarity	0.5968	NPC91958
Remote Similarity	0.5955	NPC114327
Remote Similarity	0.5955	NPC36357
Remote Similarity	0.5948	NPC130898
Remote Similarity	0.5948	NPC474973
Remote Similarity	0.5948	NPC474804
Remote Similarity	0.5943	NPC12429
Remote Similarity	0.5943	NPC111233
Remote Similarity	0.5941	NPC475289
Remote Similarity	0.5941	NPC475573
Remote Similarity	0.5938	NPC158028
Remote Similarity	0.5938	NPC87099
Remote Similarity	0.5938	NPC135433
Remote Similarity	0.5938	NPC39799
Remote Similarity	0.5938	NPC193578
Remote Similarity	0.5938	NPC1008
Remote Similarity	0.5938	NPC280135
Remote Similarity	0.5938	NPC226999
Remote Similarity	0.5934	NPC22786
Remote Similarity	0.5934	NPC29680
Remote Similarity	0.5932	NPC24777
Remote Similarity	0.5926	NPC245259
Remote Similarity	0.5914	NPC289915
Remote Similarity	0.5914	NPC113837
Remote Similarity	0.5909	NPC303045
Remote Similarity	0.5909	NPC161972
Remote Similarity	0.5909	NPC269586
Remote Similarity	0.5906	NPC329825
Remote Similarity	0.5902	NPC101139
Remote Similarity	0.5893	NPC317642
Remote Similarity	0.5888	NPC173991
Remote Similarity	0.5876	NPC54269
Remote Similarity	0.5876	NPC1901
Remote Similarity	0.587	NPC88566
Remote Similarity	0.5868	NPC296163
Remote Similarity	0.5862	NPC167336
Remote Similarity	0.5856	NPC317400
Remote Similarity	0.5854	NPC125416
Remote Similarity	0.5851	NPC267443
Remote Similarity	0.5847	NPC473676
Remote Similarity	0.5833	NPC78154
Remote Similarity	0.5833	NPC316108
Remote Similarity	0.5833	NPC172128
Remote Similarity	0.5825	NPC14326
Remote Similarity	0.5824	NPC150196
Remote Similarity	0.5824	NPC210849
Remote Similarity	0.5824	NPC54368
Remote Similarity	0.5824	NPC248705
Remote Similarity	0.5821	NPC313352
Remote Similarity	0.5818	NPC71140
Remote Similarity	0.5818	NPC474974
Remote Similarity	0.5816	NPC258492
Remote Similarity	0.5816	NPC96835
Remote Similarity	0.5812	NPC45033
Remote Similarity	0.581	NPC229477
Remote Similarity	0.5806	NPC192209
Remote Similarity	0.5806	NPC32312
Remote Similarity	0.5806	NPC198023
Remote Similarity	0.5804	NPC311242
Remote Similarity	0.5798	NPC158854
Remote Similarity	0.5795	NPC277704
Remote Similarity	0.5784	NPC192623
Remote Similarity	0.5778	NPC8235
Remote Similarity	0.5773	NPC121708
Remote Similarity	0.5773	NPC125144
Remote Similarity	0.5769	NPC134825
Remote Similarity	0.5769	NPC166424
Remote Similarity	0.5769	NPC245244
Remote Similarity	0.5769	NPC146373
Remote Similarity	0.5766	NPC125746
Remote Similarity	0.5761	NPC200745
Remote Similarity	0.576	NPC240136
Remote Similarity	0.576	NPC471402
Remote Similarity	0.576	NPC297486
Remote Similarity	0.5758	NPC226662
Remote Similarity	0.5758	NPC471321
Remote Similarity	0.5758	NPC471306
Remote Similarity	0.5758	NPC307195
Remote Similarity	0.5752	NPC322598
Remote Similarity	0.5746	NPC471322
Remote Similarity	0.5745	NPC178527
Remote Similarity	0.5739	NPC327226

Drug Structure

NPD8 OpenBabel08201723022D 39 40 0 0 0 0 0 0 0 0999 V2000 5.6962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 11.8923 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.8923 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.0263 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.0263 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2942 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4282 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2942 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1603 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1603 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6962 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.5622 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.4282 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -6.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -7.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -6.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -6.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6962 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6962 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.4282 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8660 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -5.6340 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 8 2 0 0 0 0 4 9 2 0 0 0 0 5 6 1 0 0 0 0 5 8 1 0 0 0 0 6 13 1 0 0 0 0 7 9 1 0 0 0 0 7 13 1 0 0 0 0 8 9 1 0 0 0 0 10 11 2 0 0 0 0 10 12 1 0 0 0 0 10 13 1 0 0 0 0 11 32 1 0 0 0 0 12 33 1 0 0 0 0 12 34 1 0 0 0 0 14 15 2 0 0 0 0 14 16 1 0 0 0 0 15 17 1 0 0 0 0 16 21 2 0 0 0 0 17 22 2 0 0 0 0 18 19 1 0 0 0 0 18 21 1 0 0 0 0 19 26 1 0 0 0 0 20 22 1 0 0 0 0 20 26 1 0 0 0 0 21 22 1 0 0 0 0 23 24 2 0 0 0 0 23 25 1 0 0 0 0 23 26 1 0 0 0 0 24 35 1 0 0 0 0 25 36 1 0 0 0 0 25 37 1 0 0 0 0 27 31 1 0 0 0 0 27 38 1 0 0 0 0 28 31 1 0 0 0 0 28 39 1 0 0 0 0 29 31 2 0 0 0 0 30 31 2 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	175.11
ALogP	-0.1907
MLogP	2.23
XLogP	3.245
HDA	3
HBD	2
Rotatable Bonds	2
TPSA	53.11
RO5 Violation	0