NPASS drugs

Drug Information

Drug ID:	NPD2544
Drug Name:
Molecular Formula:	C17H21N4O8P
Canonical SMILES:	O[C@@H]1[C@@H](COP2(=O)OCC[C@H](O2)c2ccncc2)O[C@H]([C@H]1O)n1ccc(=N)nc1O
Standard InCHI:	"InChI=1S/C17H21N4O8P/c18-13-3-7-21(17(24)20-13)16-15(23)14(22)12(28-16)9-27-30(25)26-8-4-11(29-30)10-1-5-19-6-2-10/h1-3,5-7,11-12,14-16,22-23H,4,8-9H2,(H2,18,20,24)/t11-,12+,14+,15-,16+,30?/m0/s1"
Standard InCHIKey:	HOAHIHGOMCBTFW-WUTQSZGESA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2544

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	99934
0.1-0.2	110617
0.2-0.3	1135
0.3-0.4	38
0.4-0.5	9
0.5-0.6	7
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	0.5833	NPC226769
Remote Similarity	0.5385	NPC120887
Remote Similarity	0.5185	NPC328779
Remote Similarity	0.5185	NPC240517
Remote Similarity	0.5185	NPC129
Remote Similarity	0.5172	NPC328914
Remote Similarity	0.5143	NPC62927

Drug Structure

NPD2544 OpenBabel08211702172D 34 37 0 0 1 0 0 0 0 0999 V2000 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4508 1.3115 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5172 1.6698 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2247 1.2247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.1907 1.4836 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.6072 0.3238 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5490 2.4171 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.5477 2.3648 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.8065 1.3989 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.8965 0.0528 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5408 -0.0346 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.8301 -0.3055 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.7401 1.0405 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.0044 3.2558 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1770 3.1420 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1194 -0.5765 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1305 -0.9914 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9659 0.2588 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9678 0.8542 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 P 0 0 3 0 0 0 0 0 0 0 0 0 -8.3180 0.5947 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4584 4.1468 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8186 4.0755 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1858 -0.2181 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 1 10 2 0 0 0 0 2 6 2 0 0 0 0 2 10 1 0 0 0 0 3 7 2 0 0 0 0 3 13 1 0 0 0 0 4 8 1 0 0 0 0 4 11 1 0 0 0 0 5 19 2 0 0 0 0 6 19 1 0 0 0 0 7 21 1 0 0 0 0 8 26 1 0 0 0 0 9 27 1 0 0 0 0 11 10 1 1 0 0 0 11 29 1 0 0 0 0 12 9 1 1 0 0 0 12 14 1 0 0 0 0 12 28 1 0 0 0 0 13 18 2 0 0 0 0 13 20 1 0 0 0 0 14 15 1 0 0 0 0 14 22 1 6 0 0 0 15 16 1 0 0 0 0 15 23 1 1 0 0 0 16 21 1 1 0 0 0 16 28 1 0 0 0 0 17 20 2 0 0 0 0 17 21 1 0 0 0 0 17 24 1 0 0 0 0 18 31 1 0 0 0 0 22 32 1 0 0 0 0 23 33 1 0 0 0 0 24 34 1 0 0 0 0 25 30 2 0 0 0 0 26 30 1 0 0 0 0 27 30 1 0 0 0 0 29 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002574
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	44418783
ChEBI
CAS Number

Drug Properties

Molecular Weight	440.11
ALogP	-2.3535
MLogP	1.9
XLogP	-0.162
HDA	12
HBD	4
Rotatable Bonds	8
TPSA	176.83
RO5 Violation	1