NPASS drugs

Drug Information

Drug ID:	NPD1406
Drug Name:	Tolazamide
Molecular Formula:	C14H21N3O3S
Canonical SMILES:	OC(=NN1CCCCCC1)NS(=O)(=O)c1ccc(cc1)C
Standard InCHI:	InChI=1S/C14H21N3O3S/c1-12-6-8-13(9-7-12)21(19,20)16-14(18)15-17-10-4-2-3-5-11-17/h6-9H,2-5,10-11H2,1H3,(H2,15,16,18)
Standard InCHIKey:	OUDSBRTVNLOZBN-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1406

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	96
0.1-0.2	2486
0.2-0.3	12204
0.3-0.4	13105
0.4-0.5	2641
0.5-0.6	324
0.6-0.7	31
0.7-0.8	2
0.8-0.85	0
0.85-0.9	1
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
High Similarity	0.8788	NPC317400
Intermediate Similarity	0.7054	NPC194857
Intermediate Similarity	0.7054	NPC32858
Remote Similarity	0.6869	NPC35599
Remote Similarity	0.6869	NPC302129
Remote Similarity	0.6757	NPC471320
Remote Similarity	0.6757	NPC471319
Remote Similarity	0.6667	NPC108339
Remote Similarity	0.6373	NPC139658
Remote Similarity	0.6349	NPC476440
Remote Similarity	0.6262	NPC474088
Remote Similarity	0.625	NPC12857
Remote Similarity	0.6238	NPC244738
Remote Similarity	0.6214	NPC271642
Remote Similarity	0.6195	NPC473661
Remote Similarity	0.6182	NPC471638
Remote Similarity	0.616	NPC476048
Remote Similarity	0.614	NPC469330
Remote Similarity	0.6129	NPC181390
Remote Similarity	0.6117	NPC98976
Remote Similarity	0.6106	NPC245259
Remote Similarity	0.6075	NPC231986
Remote Similarity	0.6055	NPC169016
Remote Similarity	0.604	NPC229235
Remote Similarity	0.6036	NPC473031
Remote Similarity	0.6019	NPC14326
Remote Similarity	0.6019	NPC122327
Remote Similarity	0.6019	NPC113000
Remote Similarity	0.6019	NPC112609
Remote Similarity	0.6019	NPC299134
Remote Similarity	0.6	NPC475013
Remote Similarity	0.6	NPC322040
Remote Similarity	0.6	NPC7067
Remote Similarity	0.6	NPC3210
Remote Similarity	0.5982	NPC12429
Remote Similarity	0.5981	NPC475289
Remote Similarity	0.5981	NPC475573
Remote Similarity	0.5966	NPC328793
Remote Similarity	0.5962	NPC276699
Remote Similarity	0.5948	NPC161972
Remote Similarity	0.5948	NPC303045
Remote Similarity	0.5946	NPC203076
Remote Similarity	0.5929	NPC470877
Remote Similarity	0.5922	NPC212463
Remote Similarity	0.5917	NPC329375
Remote Similarity	0.5909	NPC133162
Remote Similarity	0.5902	NPC143516
Remote Similarity	0.5897	NPC25565
Remote Similarity	0.5893	NPC17497
Remote Similarity	0.5893	NPC305602
Remote Similarity	0.5882	NPC219246
Remote Similarity	0.5877	NPC159178
Remote Similarity	0.5877	NPC121872
Remote Similarity	0.5877	NPC172128
Remote Similarity	0.5877	NPC471307
Remote Similarity	0.5877	NPC209764
Remote Similarity	0.5877	NPC74936
Remote Similarity	0.5877	NPC141139
Remote Similarity	0.5877	NPC78041
Remote Similarity	0.5854	NPC474973
Remote Similarity	0.5854	NPC474804
Remote Similarity	0.5854	NPC130898
Remote Similarity	0.5854	NPC45033
Remote Similarity	0.5849	NPC290638
Remote Similarity	0.5849	NPC325662
Remote Similarity	0.5849	NPC98269
Remote Similarity	0.5847	NPC473501
Remote Similarity	0.5847	NPC475439
Remote Similarity	0.5846	NPC254088
Remote Similarity	0.5842	NPC181786
Remote Similarity	0.5826	NPC226438
Remote Similarity	0.5818	NPC104070
Remote Similarity	0.5812	NPC58674
Remote Similarity	0.5804	NPC258046
Remote Similarity	0.5789	NPC315403
Remote Similarity	0.576	NPC473676
Remote Similarity	0.5752	NPC53492
Remote Similarity	0.5726	NPC471309
Remote Similarity	0.5726	NPC471447
Remote Similarity	0.5726	NPC71140
Remote Similarity	0.5726	NPC474974
Remote Similarity	0.5726	NPC327481
Remote Similarity	0.5714	NPC311242
Remote Similarity	0.5714	NPC472258
Remote Similarity	0.5691	NPC469974
Remote Similarity	0.5691	NPC275467
Remote Similarity	0.5688	NPC192623
Remote Similarity	0.5688	NPC309279
Remote Similarity	0.5676	NPC119677
Remote Similarity	0.5659	NPC276949
Remote Similarity	0.5659	NPC35850
Remote Similarity	0.5656	NPC327226
Remote Similarity	0.5645	NPC67043
Remote Similarity	0.561	NPC164859
Remote Similarity	0.5603	NPC316108

Drug Structure

NPD1406 OpenBabel08211700192D 23 24 0 0 0 0 0 0 0 0999 V2000 4.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2452 3.0283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7452 2.1623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2564 3.1774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3799 1.2314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5233 2.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4243 0.9367 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 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 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 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 0.0000 -0.0000 0.0000 S 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 0.0000 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 10 1 0 0 0 0 5 11 1 0 0 0 0 6 8 1 0 0 0 0 6 12 2 0 0 0 0 7 9 2 0 0 0 0 7 12 1 0 0 0 0 8 13 2 0 0 0 0 9 13 1 0 0 0 0 10 17 1 0 0 0 0 11 17 1 0 0 0 0 13 21 1 0 0 0 0 14 15 2 3 0 0 0 14 16 1 0 0 0 0 14 18 1 0 0 0 0 15 17 1 0 0 0 0 16 21 1 0 0 0 0 16 22 1 0 0 0 0 18 23 1 0 0 0 0 19 21 2 0 0 0 0 20 21 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000919
DrugBank	DB00839
ChEMBL	CHEMBL817
IUPHAR/BPS	6847
PharmaGKB	PA164774902
KEGG Drug	D00379
PubChem CID	5503
ChEBI	9613
CAS Number	1156-19-0

Drug Properties

Molecular Weight	311.13
ALogP	-0.9733
MLogP	2.23
XLogP	3.715
HDA	6
HBD	2
Rotatable Bonds	6
TPSA	90.38
RO5 Violation	0