NPASS drugs

Drug Information

Drug ID:	NPD5497
Drug Name:
Molecular Formula:	C23H23ClN2O3
Canonical SMILES:	C/C=C/1C2C=C(CC1(N/C=C1/C=C(Cl)C=C(C1=O)OC)c1c(C2)nc(cc1)O)C
Standard InCHI:	"InChI=1S/C23H23ClN2O3/c1-4-17-14-7-13(2)11-23(17,18-5-6-21(27)26-19(18)9-14)25-12-15-8-16(24)10-20(29-3)22(15)28/h4-8,10,12,14,25H,9,11H2,1-3H3,(H,26,27)/b15-12-,17-4+"
Standard InCHIKey:	GYTJFKCCTYZWGL-WQOXWKGMSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5497

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	66129
0.1-0.2	145234
0.2-0.3	354
0.3-0.4	16
0.4-0.5	3
0.5-0.6	3
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	0.5333	NPC47298
Remote Similarity	0.5333	NPC482954
Remote Similarity	0.5333	NPC255406

Drug Structure

NPD5497 OpenBabel08211708292D 31 34 0 0 1 0 0 0 0 0999 V2000 -0.3671 -1.4776 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6329 1.9865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4405 0.4697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6329 -1.4776 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8227 1.5141 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2569 2.1510 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6329 0.2545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8135 1.4090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3601 0.1251 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8135 1.4090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1329 1.1205 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6270 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1329 1.1205 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1329 -0.6115 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.8135 0.4697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.8787 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1329 -0.6115 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1572 0.8196 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9258 0.7620 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8135 0.4697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0256 2.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6329 0.2545 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.0000 2.8180 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.4405 0.4697 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.3601 1.3989 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5889 2.9196 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.9393 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6270 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4405 1.4090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1550 3.8206 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 13 1 0 0 0 0 3 29 1 0 0 0 0 4 17 2 0 0 0 0 5 6 2 0 0 0 0 5 18 1 0 0 0 0 6 21 1 0 0 0 0 7 13 2 0 0 0 0 7 14 1 0 0 0 0 8 15 1 0 0 0 0 8 16 2 0 0 0 0 9 14 1 0 0 0 0 9 19 1 0 0 0 0 10 16 1 0 0 0 0 10 20 2 0 0 0 0 11 13 1 0 0 0 0 11 23 1 0 0 0 0 12 15 2 0 0 0 0 12 25 1 0 0 0 0 14 17 1 0 0 0 0 15 22 1 0 0 0 0 16 24 1 0 0 0 0 17 23 1 0 0 0 0 18 19 2 0 0 0 0 18 23 1 0 0 0 0 19 26 1 0 0 0 0 20 22 1 0 0 0 0 20 29 1 0 0 0 0 21 26 2 0 0 0 0 21 27 1 0 0 0 0 22 28 2 0 0 0 0 23 25 1 0 0 0 0 25 30 1 0 0 0 0 27 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005851
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	44153604
ChEBI
CAS Number

Drug Properties

Molecular Weight	410.14
ALogP	1.1027
MLogP	3.33
XLogP	2.972
HDA	4
HBD	2
Rotatable Bonds	8
TPSA	71.45
RO5 Violation	0