NPASS drugs

Drug Information

Drug ID:	NPD247
Drug Name:
Molecular Formula:	C10H13N4O8P
Canonical SMILES:	OC1C(O)C(OC1n1cnc2c1ncnc2O)COP(=O)(O)O
Standard InCHI:	"InChI=1S/C10H13N4O8P/c15-6-4(1-21-23(18,19)20)22-10(7(6)16)14-3-13-5-8(14)11-2-12-9(5)17/h2-4,6-7,10,15-16H,1H2,(H,11,12,17)(H2,18,19,20)"
Standard InCHIKey:	GRSZFWQUAKGDAV-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD247

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	125914
0.1-0.2	84538
0.2-0.3	716
0.3-0.4	354
0.4-0.5	149
0.5-0.6	48
0.6-0.7	10
0.7-0.8	3
0.8-0.85	2
0.85-0.9	1
0.9-0.95	0
0.95-1	1

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
High Similarity	1.0	NPC261595
High Similarity	0.8525	NPC324033
Intermediate Similarity	0.8246	NPC559744
Intermediate Similarity	0.8125	NPC321458
Intermediate Similarity	0.7069	NPC54320
Intermediate Similarity	0.7069	NPC79321
Intermediate Similarity	0.7069	NPC546842
Remote Similarity	0.6923	NPC185991
Remote Similarity	0.6923	NPC321814
Remote Similarity	0.6923	NPC509277
Remote Similarity	0.6923	NPC611766
Remote Similarity	0.6667	NPC484200
Remote Similarity	0.6575	NPC484197
Remote Similarity	0.6269	NPC318121
Remote Similarity	0.6269	NPC595078
Remote Similarity	0.6216	NPC515470
Remote Similarity	0.6087	NPC136075
Remote Similarity	0.5974	NPC278925
Remote Similarity	0.5972	NPC130586
Remote Similarity	0.5972	NPC539967
Remote Similarity	0.5972	NPC602178
Remote Similarity	0.5873	NPC94454
Remote Similarity	0.5844	NPC565915
Remote Similarity	0.5811	NPC174802
Remote Similarity	0.5811	NPC54152
Remote Similarity	0.5811	NPC59850
Remote Similarity	0.5811	NPC578991
Remote Similarity	0.5735	NPC595194
Remote Similarity	0.5733	NPC503286
Remote Similarity	0.5733	NPC572672
Remote Similarity	0.5733	NPC606410
Remote Similarity	0.5696	NPC323629
Remote Similarity	0.5696	NPC551964
Remote Similarity	0.5616	NPC324198
Remote Similarity	0.5616	NPC316939
Remote Similarity	0.5616	NPC326529
Remote Similarity	0.5616	NPC319100
Remote Similarity	0.5616	NPC603572
Remote Similarity	0.5616	NPC607210
Remote Similarity	0.5541	NPC317780
Remote Similarity	0.5467	NPC327314
Remote Similarity	0.5455	NPC327566
Remote Similarity	0.5455	NPC512195
Remote Similarity	0.5441	NPC136349
Remote Similarity	0.5441	NPC219313
Remote Similarity	0.5441	NPC525749
Remote Similarity	0.5432	NPC323608
Remote Similarity	0.5385	NPC52238
Remote Similarity	0.5352	NPC177964
Remote Similarity	0.527	NPC211820
Remote Similarity	0.5256	NPC316618
Remote Similarity	0.5256	NPC323091
Remote Similarity	0.5256	NPC518734
Remote Similarity	0.5256	NPC552750
Remote Similarity	0.5256	NPC590280
Remote Similarity	0.5238	NPC318599
Remote Similarity	0.5224	NPC592043
Remote Similarity	0.5224	NPC601766
Remote Similarity	0.5205	NPC328479
Remote Similarity	0.5205	NPC604652
Remote Similarity	0.5135	NPC319099
Remote Similarity	0.5132	NPC316774
Remote Similarity	0.5116	NPC319129
Remote Similarity	0.5067	NPC325378
Remote Similarity	0.5063	NPC319557

Drug Structure

NPD247 OpenBabel08201723122D 28 30 0 0 1 0 0 0 0 0999 V2000 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1410 1.4343 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3239 4.1996 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 1.7321 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.7251 3.3906 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4067 2.6456 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.6636 3.3147 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.9820 2.7215 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6762 3.0816 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2024 2.8147 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.1899 1.7433 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.8841 2.1034 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.3184 4.3041 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.1160 3.2215 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.3849 2.8535 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7681 4.3092 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.4194 3.7507 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 -1.0000 -0.0000 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 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0055 1.8366 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 P 0 0 0 0 0 0 0 0 0 0 0 0 2.6939 3.8046 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6817 4.7160 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3704 3.4417 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 1 21 1 0 0 0 0 2 11 2 0 0 0 0 2 12 1 0 0 0 0 3 13 2 0 0 0 0 3 14 1 0 0 0 0 4 6 1 0 0 0 0 4 22 1 0 0 0 0 5 8 2 0 0 0 0 5 9 1 0 0 0 0 5 13 1 0 0 0 0 6 7 1 0 0 0 0 6 15 1 0 0 0 0 7 10 1 0 0 0 0 7 16 1 0 0 0 0 8 11 1 0 0 0 0 8 14 1 0 0 0 0 9 12 2 0 0 0 0 9 17 1 0 0 0 0 10 14 1 0 0 0 0 10 22 1 0 0 0 0 15 24 1 0 0 0 0 16 25 1 0 0 0 0 17 26 1 0 0 0 0 18 23 1 0 0 0 0 18 27 1 0 0 0 0 19 23 1 0 0 0 0 19 28 1 0 0 0 0 20 23 2 0 0 0 0 21 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002577
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	431963
ChEBI
CAS Number

Drug Properties

Molecular Weight	348.05
ALogP	-1.9253
MLogP	1.13
XLogP	-3.4
HDA	11
HBD	5
Rotatable Bonds	9
TPSA	190.09
RO5 Violation	1