NPASS drugs

Drug Information

Drug ID:	NPD716
Drug Name:	Dapsone
Molecular Formula:	C12H12N2O2S
Canonical SMILES:	Nc1ccc(cc1)S(=O)(=O)c1ccc(cc1)N
Standard InCHI:	InChI=1S/C12H12N2O2S/c13-9-1-5-11(6-2-9)17(15,16)12-7-3-10(14)4-8-12/h1-8H,13-14H2
Standard InCHIKey:	MQJKPEGWNLWLTK-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD716

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	564
0.1-0.2	10319
0.2-0.3	12350
0.3-0.4	6391
0.4-0.5	1103
0.5-0.6	134
0.6-0.7	22
0.7-0.8	4
0.8-0.85	1
0.85-0.9	2
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	0.8804	NPC315403
High Similarity	0.8587	NPC43655
Intermediate Similarity	0.8404	NPC107135
Intermediate Similarity	0.7714	NPC328877
Intermediate Similarity	0.7283	NPC301874
Intermediate Similarity	0.7222	NPC271732
Intermediate Similarity	0.7071	NPC229477
Remote Similarity	0.6893	NPC191444
Remote Similarity	0.6863	NPC297532
Remote Similarity	0.6838	NPC218710
Remote Similarity	0.6809	NPC66775
Remote Similarity	0.6796	NPC176858
Remote Similarity	0.6667	NPC35599
Remote Similarity	0.6604	NPC108800
Remote Similarity	0.6571	NPC92689
Remote Similarity	0.6556	NPC22627
Remote Similarity	0.6535	NPC134825
Remote Similarity	0.65	NPC307456
Remote Similarity	0.6442	NPC262295
Remote Similarity	0.6406	NPC328590
Remote Similarity	0.6381	NPC111233
Remote Similarity	0.6381	NPC30445
Remote Similarity	0.6373	NPC125549
Remote Similarity	0.6373	NPC15839
Remote Similarity	0.6321	NPC173991
Remote Similarity	0.6154	NPC321053
Remote Similarity	0.6091	NPC476483
Remote Similarity	0.6087	NPC473429
Remote Similarity	0.6019	NPC240134
Remote Similarity	0.5985	NPC473417
Remote Similarity	0.5983	NPC313362
Remote Similarity	0.5966	NPC302790
Remote Similarity	0.5965	NPC323726
Remote Similarity	0.5963	NPC78154
Remote Similarity	0.5948	NPC474430
Remote Similarity	0.5905	NPC119677
Remote Similarity	0.5882	NPC79618
Remote Similarity	0.5882	NPC434
Remote Similarity	0.5862	NPC291610
Remote Similarity	0.5775	NPC320863
Remote Similarity	0.5739	NPC317642
Remote Similarity	0.5735	NPC130655
Remote Similarity	0.5733	NPC474791
Remote Similarity	0.5728	NPC67863
Remote Similarity	0.569	NPC316435
Remote Similarity	0.569	NPC75496
Remote Similarity	0.5686	NPC302129
Remote Similarity	0.5669	NPC31651
Remote Similarity	0.5641	NPC326792
Remote Similarity	0.5641	NPC70201
Remote Similarity	0.5639	NPC273714
Remote Similarity	0.5631	NPC98269
Remote Similarity	0.5631	NPC325662
Remote Similarity	0.562	NPC37584
Remote Similarity	0.562	NPC172170

Drug Structure

NPD716 OpenBabel08201723412D 21 22 0 0 0 0 0 0 0 0999 V2000 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 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 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 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 3.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 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 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 4.0000 0.0000 N 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 4.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 1 9 2 0 0 0 0 2 6 2 0 0 0 0 2 9 1 0 0 0 0 3 7 1 0 0 0 0 3 10 2 0 0 0 0 4 8 2 0 0 0 0 4 10 1 0 0 0 0 5 11 2 0 0 0 0 6 11 1 0 0 0 0 7 12 2 0 0 0 0 8 12 1 0 0 0 0 9 13 1 0 0 0 0 10 14 1 0 0 0 0 11 17 1 0 0 0 0 12 17 1 0 0 0 0 13 18 1 0 0 0 0 13 19 1 0 0 0 0 14 20 1 0 0 0 0 14 21 1 0 0 0 0 15 17 2 0 0 0 0 16 17 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000637
DrugBank	DB00250
ChEMBL	CHEMBL1043
IUPHAR/BPS
PharmaGKB	PA449211
KEGG Drug	D00592
PubChem CID	2955
ChEBI	4325
CAS Number	80-08-0

Drug Properties

Molecular Weight	248.06
ALogP	-1.925
MLogP	2.23
XLogP	1.233
HDA	4
HBD	2
Rotatable Bonds	4
TPSA	94.56
RO5 Violation	0