NPASS drugs

Drug Information

Drug ID:	NPD5563
Drug Name:
Molecular Formula:	C23H25NO6S
Canonical SMILES:	CC(=O)SC[C@H](C(=N[C@H](C(=O)OCc1ccccc1)C)O)Cc1ccc2c(c1)OCO2
Standard InCHI:	"InChI=1S/C23H25NO6S/c1-15(23(27)28-12-17-6-4-3-5-7-17)24-22(26)19(13-31-16(2)25)10-18-8-9-20-21(11-18)30-14-29-20/h3-9,11,15,19H,10,12-14H2,1-2H3,(H,24,26)/t15-,19+/m0/s1"
Standard InCHIKey:	KKBIUAUSZKGNOA-HNAYVOBHSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5563

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	98060
0.1-0.2	107770
0.2-0.3	5448
0.3-0.4	396
0.4-0.5	64
0.5-0.6	2
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	0.5156	NPC476748
Remote Similarity	0.5075	NPC161056

Drug Structure

NPD5563 OpenBabel08211708292D 32 34 0 0 1 0 0 0 0 0999 V2000 3.6720 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 -0.5219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1361 -2.0219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2701 -1.5219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0021 -1.5219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2701 -0.5219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0021 -0.5219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9400 2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1361 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8060 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 -0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5380 1.4781 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.9400 -0.0219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1361 -0.0219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8060 2.4781 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.6581 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6720 2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4041 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5380 2.4781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.8060 -0.5219 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.6720 3.9781 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.4041 -0.0219 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.2701 1.4781 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 0.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9400 0.9781 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 2.8060 4.4781 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 16 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 2 0 0 0 0 6 17 2 0 0 0 0 7 17 1 0 0 0 0 8 9 2 0 0 0 0 8 18 1 0 0 0 0 9 20 1 0 0 0 0 10 18 1 0 0 0 0 11 18 2 0 0 0 0 11 21 1 0 0 0 0 12 17 1 0 0 0 0 12 28 1 0 0 0 0 13 19 1 0 0 0 0 13 31 1 0 0 0 0 14 29 1 0 0 0 0 14 30 1 0 0 0 0 15 1 1 6 0 0 0 15 23 1 0 0 0 0 15 24 1 0 0 0 0 16 25 2 0 0 0 0 16 31 1 0 0 0 0 19 10 1 1 0 0 0 19 22 1 0 0 0 0 20 21 2 0 0 0 0 20 29 1 0 0 0 0 21 30 1 0 0 0 0 22 24 2 3 0 0 0 22 26 1 0 0 0 0 23 27 2 0 0 0 0 23 28 1 0 0 0 0 26 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000639
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5311337
ChEBI
CAS Number

Drug Properties

Molecular Weight	443.14
ALogP	0.0955
MLogP	3.11
XLogP	4.825
HDA	5
HBD	1
Rotatable Bonds	14
TPSA	119.72
RO5 Violation	1