NPASS drugs

Drug Information

Drug ID:	NPD4220
Drug Name:	"peretinoin (oral), Kowa"
Molecular Formula:	C20H30O2
Canonical SMILES:	C/C(=CC=CC(=CC(=O)O)C)/CC/C=C(/CCC=C(C)C)C
Standard InCHI:	"InChI=1S/C20H30O2/c1-16(2)9-6-10-17(3)11-7-12-18(4)13-8-14-19(5)15-20(21)22/h8-9,11,13-15H,6-7,10,12H2,1-5H3,(H,21,22)/b14-8+,17-11+,18-13+,19-15+"
Standard InCHIKey:	UUBHZHZSIKRVIV-KCXSXWJSSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4220

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	138197
0.1-0.2	65659
0.2-0.3	6774
0.3-0.4	878
0.4-0.5	171
0.5-0.6	40
0.6-0.7	5
0.7-0.8	0
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.8378	NPC549756
Remote Similarity	0.6486	NPC6963
Remote Similarity	0.6486	NPC308331
Remote Similarity	0.6486	NPC510102
Remote Similarity	0.6486	NPC556634
Remote Similarity	0.6176	NPC594314
Remote Similarity	0.5588	NPC146953
Remote Similarity	0.5588	NPC305759
Remote Similarity	0.5588	NPC490025
Remote Similarity	0.5588	NPC499092
Remote Similarity	0.5588	NPC557258
Remote Similarity	0.5556	NPC561651
Remote Similarity	0.5556	NPC572185
Remote Similarity	0.5526	NPC162050
Remote Similarity	0.5526	NPC257235
Remote Similarity	0.5526	NPC261022
Remote Similarity	0.5526	NPC294185
Remote Similarity	0.5526	NPC296058
Remote Similarity	0.5526	NPC214285
Remote Similarity	0.5526	NPC490028
Remote Similarity	0.5526	NPC504892
Remote Similarity	0.5526	NPC547014
Remote Similarity	0.5526	NPC554395
Remote Similarity	0.5526	NPC566125
Remote Similarity	0.5526	NPC579590
Remote Similarity	0.5476	NPC546246
Remote Similarity	0.5405	NPC154450
Remote Similarity	0.5405	NPC304079
Remote Similarity	0.5405	NPC557080
Remote Similarity	0.5405	NPC580790
Remote Similarity	0.5405	NPC604286
Remote Similarity	0.5385	NPC588948
Remote Similarity	0.525	NPC260501
Remote Similarity	0.525	NPC113286
Remote Similarity	0.525	NPC203984
Remote Similarity	0.525	NPC126343
Remote Similarity	0.525	NPC587777
Remote Similarity	0.525	NPC589630
Remote Similarity	0.5238	NPC540603
Remote Similarity	0.5135	NPC489970
Remote Similarity	0.5135	NPC585814
Remote Similarity	0.5128	NPC302035
Remote Similarity	0.5128	NPC577206
Remote Similarity	0.5122	NPC139684
Remote Similarity	0.5122	NPC571159
Remote Similarity	0.5116	NPC590338

Drug Structure

NPD4220 OpenBabel08211704332D 23 22 0 0 0 0 0 0 0 0999 V2000 9.5263 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 16 1 0 0 0 0 3 17 1 0 0 0 0 4 18 1 0 0 0 0 5 19 1 0 0 0 0 6 9 1 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 7 12 1 0 0 0 0 8 13 1 0 0 0 0 8 14 2 0 0 0 0 9 16 2 0 0 0 0 10 17 1 0 0 0 0 11 17 2 0 0 0 0 12 18 1 0 0 0 0 13 18 2 0 0 0 0 14 19 1 0 0 0 0 15 19 2 0 0 0 0 15 20 1 0 0 0 0 20 21 2 0 0 0 0 20 22 1 0 0 0 0 22 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010843
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	0
ChEBI
CAS Number

Drug Properties

Molecular Weight	302.22
ALogP	5.0561
MLogP	3.44
XLogP	6.222
HDA	2
HBD	1
Rotatable Bonds	15
TPSA	37.3
RO5 Violation	1