NPASS drugs

Drug Information

Drug ID:	NPD6353
Drug Name:	Quinestrol
Molecular Formula:	C25H32O2
Canonical SMILES:	C#C[C@]1(O)CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCc2c1ccc(c2)OC1CCCC1
Standard InCHI:	"InChI=1S/C25H32O2/c1-3-25(26)15-13-23-22-10-8-17-16-19(27-18-6-4-5-7-18)9-11-20(17)21(22)12-14-24(23,25)2/h1,9,11,16,18,21-23,26H,4-8,10,12-15H2,2H3/t21-,22-,23+,24+,25+/m1/s1"
Standard InCHIKey:	PWZUUYSISTUNDW-VAFBSOEGSA-N
Max Developmental Stage:	Phase 4
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6353

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	51146
0.1-0.2	157707
0.2-0.3	2806
0.3-0.4	58
0.4-0.5	18
0.5-0.6	1
0.6-0.7	2
0.7-0.8	0
0.8-0.85	0
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
Remote Similarity	0.6	NPC99734
Remote Similarity	0.6	NPC611911
Remote Similarity	0.5068	NPC498325

Drug Structure

NPD6353 OpenBabel08211709092D 28 32 0 0 1 0 0 0 0 0999 V2000 -1.8211 0.4880 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0307 0.9947 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8452 0.4880 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4221 3.7768 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3712 2.8017 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5105 4.1266 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4280 2.5488 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2298 0.4889 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2293 3.4188 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3838 0.0004 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3835 2.9308 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6922 1.9540 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8461 -1.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8461 1.4655 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0006 -0.9760 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0756 1.9538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2299 1.4658 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8961 3.3677 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0754 2.9303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3838 1.9543 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5377 1.4658 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5377 0.4888 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6916 0.0003 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8461 0.4885 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8452 -0.4880 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9209 3.4186 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5351 -1.4134 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 3 0 0 0 0 2 24 1 0 0 0 0 4 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 18 1 0 0 0 0 7 18 1 0 0 0 0 8 10 1 0 0 0 0 8 17 1 0 0 0 0 9 11 1 0 0 0 0 9 19 2 0 0 0 0 11 20 2 0 0 0 0 12 14 1 0 0 0 0 13 15 1 0 0 0 0 13 23 1 0 0 0 0 14 24 1 0 0 0 0 15 25 1 0 0 0 0 16 17 2 0 0 0 0 16 19 1 0 0 0 0 17 20 1 0 0 0 0 18 27 1 0 0 0 0 19 27 1 0 0 0 0 20 21 1 0 0 0 0 21 12 1 6 0 0 0 21 22 1 0 0 0 0 22 10 1 1 0 0 0 22 23 1 0 0 0 0 23 24 1 6 0 0 0 24 25 1 1 0 0 0 25 3 1 1 0 0 0 25 26 1 0 0 0 0 26 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001016
DrugBank	DB04575
ChEMBL	CHEMBL1201165
IUPHAR/BPS	7097
PharmaGKB	PA164749042
KEGG Drug	D00576
PubChem CID	9046
ChEBI	8716
CAS Number	152-43-2

Drug Properties

Molecular Weight	364.24
ALogP	-0.2921
MLogP	3.99
XLogP	6.445
HDA	1
HBD	1
Rotatable Bonds	4
TPSA	29.46
RO5 Violation	1