NPASS drugs

Drug Information

Drug ID:	NPD1428
Drug Name:	Valtorcitabine
Molecular Formula:	C14H22N4O5
Canonical SMILES:	OC[C@@H]1O[C@@H](C[C@H]1OC(=O)[C@H](C(C)C)N)n1ccc(=N)nc1O
Standard InCHI:	"InChI=1S/C14H22N4O5/c1-7(2)12(16)13(20)23-8-5-11(22-9(8)6-19)18-4-3-10(15)17-14(18)21/h3-4,7-9,11-12,19H,5-6,16H2,1-2H3,(H2,15,17,21)/t8-,9+,11+,12+/m1/s1"
Standard InCHIKey:	VFCYZPOEGWLYRM-QCZKYFFMSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1428

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	48647
0.1-0.2	161971
0.2-0.3	1084
0.3-0.4	22
0.4-0.5	13
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	0.541	NPC487916
Remote Similarity	0.5323	NPC229249
Remote Similarity	0.5323	NPC140420

Drug Structure

NPD1428 OpenBabel08211700192D 28 29 0 0 1 0 0 0 0 0999 V2000 -5.0255 1.4364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4268 0.4183 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 0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7796 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3554 2.6160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4323 0.5228 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 0.8364 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.9487 1.7024 0.0000 C 0 0 1 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 -0.8660 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.8445 -0.2862 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.8500 -0.1817 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.2512 -1.1997 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 N 0 0 0 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 -1.7677 3.4250 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2622 -0.9907 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9706 1.4945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4432 0.7319 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2457 -1.3043 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6634 -2.0088 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7731 3.3205 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 7 1 0 0 0 0 2 7 1 0 0 0 0 3 4 2 0 0 0 0 3 10 1 0 0 0 0 4 18 1 0 0 0 0 5 8 1 0 0 0 0 6 19 1 0 0 0 0 8 9 1 0 0 0 0 8 23 1 1 0 0 0 9 6 1 6 0 0 0 9 22 1 0 0 0 0 10 15 2 0 0 0 0 10 17 1 0 0 0 0 11 5 1 6 0 0 0 11 18 1 0 0 0 0 11 22 1 0 0 0 0 12 7 1 1 0 0 0 12 13 1 0 0 0 0 12 16 1 0 0 0 0 13 20 2 0 0 0 0 13 23 1 0 0 0 0 14 17 2 0 0 0 0 14 18 1 0 0 0 0 14 21 1 0 0 0 0 15 24 1 0 0 0 0 16 25 1 0 0 0 0 16 26 1 0 0 0 0 19 27 1 0 0 0 0 21 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005598
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	0
ChEBI
CAS Number

Drug Properties

Molecular Weight	326.16
ALogP	-2.1305
MLogP	2.01
XLogP	0.383
HDA	9
HBD	4
Rotatable Bonds	11
TPSA	141.46
RO5 Violation	0