NPASS drugs

Drug Information

Drug ID:	NPD4727
Drug Name:	GCC-1290K
Molecular Formula:	C21H29NO4
Canonical SMILES:	CC(OC(=O)OCOc1ccc2c(c1)[C@@]13CCCC[C@@H]3[C@H](C2)NCC1)C
Standard InCHI:	"InChI=1S/C21H29NO4/c1-14(2)26-20(23)25-13-24-16-7-6-15-11-19-17-5-3-4-8-21(17,9-10-22-19)18(15)12-16/h6-7,12,14,17,19,22H,3-5,8-11,13H2,1-2H3/t17-,19+,21+/m1/s1"
Standard InCHIKey:	XUUSKRFBAUMDGN-LMNJBCLMSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4727

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	97223
0.1-0.2	113749
0.2-0.3	757
0.3-0.4	8
0.4-0.5	0
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	0.5068	NPC249998
Remote Similarity	0.5068	NPC137567
Remote Similarity	0.5068	NPC149379

Drug Structure

NPD4727 OpenBabel08211705272D 27 30 0 0 1 0 0 0 0 0999 V2000 3.9745 -6.1704 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6536 -6.1700 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3258 -3.2624 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1650 -2.7773 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4860 -2.7782 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1334 0.1309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9731 -0.3537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1645 -1.8078 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8397 -0.4845 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8395 0.4850 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4544 -0.8391 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1338 -1.8082 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8133 -2.7772 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8140 -5.6855 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2938 -0.3541 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9734 -1.3232 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4854 -1.8088 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.2941 -1.3236 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4852 -0.8393 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.9741 -4.2315 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3247 -1.3236 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.1346 -4.7164 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8130 -1.8077 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9738 -3.2621 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8137 -4.7160 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9365 0.2505 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 14 1 0 0 0 0 3 4 1 0 0 0 0 3 5 1 0 0 0 0 4 8 1 0 0 0 0 5 17 1 0 0 0 0 6 7 2 0 0 0 0 6 15 1 0 0 0 0 7 16 1 0 0 0 0 9 10 1 0 0 0 0 9 21 1 0 0 0 0 10 22 1 0 0 0 0 11 15 1 0 0 0 0 12 16 2 0 0 0 0 12 18 1 0 0 0 0 13 24 1 0 0 0 0 13 25 1 0 0 0 0 14 26 1 0 0 0 0 15 18 2 0 0 0 0 16 24 1 0 0 0 0 17 19 1 0 0 0 0 17 21 1 1 0 0 0 18 21 1 0 0 0 0 19 11 1 1 0 0 0 19 22 1 0 0 0 0 20 23 2 0 0 0 0 20 25 1 0 0 0 0 20 26 1 0 0 0 0 21 8 1 1 0 0 0 22 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015139
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	0
ChEBI
CAS Number

Drug Properties

Molecular Weight	359.21
ALogP	-0.7118
MLogP	3.22
XLogP	5.19
HDA	4
HBD	1
Rotatable Bonds	8
TPSA	56.79
RO5 Violation	1