NPASS drugs

Drug Information

Drug ID:	NPD5290
Drug Name:	tipredane
Molecular Formula:	C22H31FO2S2
Canonical SMILES:	CCS[C@]1(SC)CC[C@@H]2[C@]1(C)C[C@H](O)[C@]1([C@H]2CCC2=CC(=O)C=C[C@]12C)F
Standard InCHI:	"InChI=1S/C22H31FO2S2/c1-5-27-21(26-4)11-9-16-17-7-6-14-12-15(24)8-10-19(14,2)22(17,23)18(25)13-20(16,21)3/h8,10,12,16-18,25H,5-7,9,11,13H2,1-4H3/t16-,17-,18-,19-,20-,21+,22-/m0/s1"
Standard InCHIKey:	DXEXNWDGDYUITL-FXSSSKFRSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5290

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	48433
0.1-0.2	156775
0.2-0.3	6466
0.3-0.4	61
0.4-0.5	1
0.5-0.6	4
0.6-0.7	0
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	0.5556	NPC331613
Remote Similarity	0.5556	NPC599856
Remote Similarity	0.5526	NPC481929
Remote Similarity	0.5526	NPC608433

Drug Structure

NPD5290 OpenBabel08211706322D 28 31 0 0 1 0 0 0 0 0999 V2000 -1.3202 2.0218 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2660 -0.9070 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8163 0.5058 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9205 1.1381 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6202 1.3918 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4502 -3.2982 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6337 -2.8271 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8980 -1.8834 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8149 -1.4137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0820 -1.4123 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8152 -0.4716 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0825 -3.2977 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6329 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2666 -2.8266 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8983 -2.8261 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8168 -1.4132 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6334 -1.8844 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4494 -0.4707 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.2663 -1.8839 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8166 -0.4711 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4497 -1.4128 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.1274 -0.4436 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 5.7445 -3.3142 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2652 0.0007 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0006 0.9417 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.8157 0.4706 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 3.2649 0.9428 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 19 1 0 0 0 0 3 20 1 0 0 0 0 4 26 1 0 0 0 0 5 27 1 0 0 0 0 6 7 1 0 0 0 0 6 14 1 0 0 0 0 7 17 1 0 0 0 0 8 10 2 0 0 0 0 8 15 1 0 0 0 0 9 11 1 0 0 0 0 9 16 1 0 0 0 0 10 19 1 0 0 0 0 11 21 1 0 0 0 0 12 14 2 0 0 0 0 12 15 1 0 0 0 0 13 18 1 0 0 0 0 13 20 1 0 0 0 0 14 19 1 0 0 0 0 15 24 2 0 0 0 0 16 17 1 0 0 0 0 16 20 1 6 0 0 0 17 22 1 1 0 0 0 18 22 1 6 0 0 0 18 25 1 0 0 0 0 19 22 1 1 0 0 0 20 21 1 1 0 0 0 21 26 1 6 0 0 0 21 27 1 0 0 0 0 22 23 1 1 0 0 0 25 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB014262
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	0
ChEBI
CAS Number

Drug Properties

Molecular Weight	410.17
ALogP	2.1551
MLogP	3.33
XLogP	4.639
HDA	2
HBD	1
Rotatable Bonds	9
TPSA	87.9
RO5 Violation	0