NPASS drugs

Drug Information

Drug ID:	NPD5246
Drug Name:
Molecular Formula:	C22H30ClNO4S
Canonical SMILES:	OC(=O)CCC/C=C[C@H]1C2CCC([C@@H]1CNS(=O)(=O)c1ccc(cc1C)Cl)CC2
Standard InCHI:	InChI=1S/C22H30ClNO4S/c1-15-13-18(23)11-12-21(15)29(27,28)24-14-20-17-9-7-16(8-10-17)19(20)5-3-2-4-6-22(25)26/h3,5,11-13,16-17,19-20,24H,2,4,6-10,14H2,1H3,(H,25,26)/b5-3-/t16?,17?,19-,20-/m0/s1
Standard InCHIKey:	VVEXPDRCGCQELD-CFDZEDGGSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5246

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	88
0.1-0.2	881
0.2-0.3	3178
0.3-0.4	16101
0.4-0.5	9872
0.5-0.6	747
0.6-0.7	22
0.7-0.8	1
0.8-0.85	0
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	0.7099	NPC313981
Remote Similarity	0.6985	NPC476440
Remote Similarity	0.6343	NPC474559
Remote Similarity	0.6288	NPC133809
Remote Similarity	0.6288	NPC128248
Remote Similarity	0.6288	NPC136810
Remote Similarity	0.6183	NPC324569
Remote Similarity	0.6183	NPC122493
Remote Similarity	0.6183	NPC293628
Remote Similarity	0.6183	NPC10781
Remote Similarity	0.6176	NPC327481
Remote Similarity	0.6143	NPC474584
Remote Similarity	0.6115	NPC319579
Remote Similarity	0.6058	NPC94751
Remote Similarity	0.6058	NPC274089
Remote Similarity	0.6058	NPC142326
Remote Similarity	0.6058	NPC191215
Remote Similarity	0.6056	NPC471318
Remote Similarity	0.6045	NPC225079
Remote Similarity	0.6015	NPC120393
Remote Similarity	0.6014	NPC21929
Remote Similarity	0.6013	NPC48909
Remote Similarity	0.6	NPC320656
Remote Similarity	0.5985	NPC317400
Remote Similarity	0.5985	NPC469893
Remote Similarity	0.5985	NPC67043
Remote Similarity	0.5984	NPC60408
Remote Similarity	0.597	NPC221825
Remote Similarity	0.5944	NPC113099
Remote Similarity	0.594	NPC469890
Remote Similarity	0.594	NPC469891
Remote Similarity	0.594	NPC469892
Remote Similarity	0.593	NPC208280
Remote Similarity	0.5926	NPC264728
Remote Similarity	0.5912	NPC329282
Remote Similarity	0.5909	NPC32858
Remote Similarity	0.5909	NPC194857
Remote Similarity	0.5906	NPC35996
Remote Similarity	0.589	NPC314992
Remote Similarity	0.5887	NPC95126
Remote Similarity	0.5887	NPC475002
Remote Similarity	0.5873	NPC267704
Remote Similarity	0.5857	NPC475006
Remote Similarity	0.5846	NPC86670
Remote Similarity	0.5846	NPC70940
Remote Similarity	0.5846	NPC274455
Remote Similarity	0.5845	NPC329011
Remote Similarity	0.5839	NPC164859
Remote Similarity	0.5839	NPC471310
Remote Similarity	0.5823	NPC316906
Remote Similarity	0.5822	NPC254088
Remote Similarity	0.5821	NPC226041
Remote Similarity	0.5814	NPC313375
Remote Similarity	0.5814	NPC314725
Remote Similarity	0.5804	NPC93287
Remote Similarity	0.5794	NPC44830
Remote Similarity	0.5793	NPC197470
Remote Similarity	0.5789	NPC477937
Remote Similarity	0.5789	NPC119326
Remote Similarity	0.5767	NPC313850
Remote Similarity	0.5764	NPC294458
Remote Similarity	0.5764	NPC471721
Remote Similarity	0.5755	NPC471186
Remote Similarity	0.5753	NPC2265
Remote Similarity	0.5753	NPC212891
Remote Similarity	0.5738	NPC35599
Remote Similarity	0.5738	NPC302129
Remote Similarity	0.5736	NPC322387
Remote Similarity	0.5735	NPC12730
Remote Similarity	0.5725	NPC26224
Remote Similarity	0.5724	NPC221275
Remote Similarity	0.5714	NPC85560
Remote Similarity	0.5714	NPC244933
Remote Similarity	0.5705	NPC246913
Remote Similarity	0.5704	NPC477767
Remote Similarity	0.5682	NPC86987
Remote Similarity	0.5672	NPC172925
Remote Similarity	0.5669	NPC313663
Remote Similarity	0.566	NPC478140
Remote Similarity	0.5658	NPC473938
Remote Similarity	0.5649	NPC298115
Remote Similarity	0.5646	NPC242764
Remote Similarity	0.5646	NPC105141
Remote Similarity	0.5643	NPC474910
Remote Similarity	0.5638	NPC202015
Remote Similarity	0.5625	NPC181390
Remote Similarity	0.5612	NPC329556
Remote Similarity	0.5612	NPC291426
Remote Similarity	0.5608	NPC45794
Remote Similarity	0.5605	NPC326966
Remote Similarity	0.56	NPC80150

Drug Structure

NPD5246 OpenBabel08211706322D 31 33 0 0 1 0 0 0 0 0999 V2000 0.9900 1.7147 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0423 1.5812 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0423 0.5812 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1763 2.0812 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9083 0.0812 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1763 3.0812 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7743 -2.4188 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9458 -1.0936 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9083 -2.9188 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1749 -1.5387 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4750 -0.8574 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4850 -0.8574 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4750 0.8574 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8574 -1.4850 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4850 0.8574 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7743 -1.4188 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.0423 -2.4188 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.9700 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9083 -0.9188 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.0423 -1.4188 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9900 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6898 3.5812 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9600 -0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.9900 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.6898 4.5812 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5558 3.0812 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9900 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.9900 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 -0.8574 -1.4850 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4218 3.5812 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 2 0 0 0 0 4 6 1 0 0 0 0 6 22 1 0 0 0 0 7 9 1 0 0 0 0 7 16 1 0 0 0 0 8 10 1 0 0 0 0 8 16 1 0 0 0 0 9 17 1 0 0 0 0 10 17 1 0 0 0 0 11 12 1 0 0 0 0 11 18 2 0 0 0 0 12 21 2 0 0 0 0 13 15 2 0 0 0 0 13 18 1 0 0 0 0 14 24 1 0 0 0 0 15 21 1 0 0 0 0 16 19 1 0 0 0 0 17 20 1 0 0 0 0 18 23 1 0 0 0 0 19 5 1 6 0 0 0 19 20 1 0 0 0 0 20 14 1 1 0 0 0 21 29 1 0 0 0 0 22 25 2 0 0 0 0 22 26 1 0 0 0 0 24 29 1 0 0 0 0 24 30 1 0 0 0 0 26 31 1 0 0 0 0 27 29 2 0 0 0 0 28 29 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015678
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9824507
ChEBI
CAS Number

Drug Properties

Molecular Weight	439.16
ALogP	0.7616
MLogP	3.11
XLogP	5.558
HDA	5
HBD	2
Rotatable Bonds	12
TPSA	91.85
RO5 Violation	1