NPASS drugs

Drug Information

Drug ID:	NPD1804
Drug Name:	Valopicitabine Dihydrochloride
Molecular Formula:	C15H24N4O6.2ClH
Canonical SMILES:	OC[C@H]1O[C@H]([C@]([C@@H]1OC(=O)[C@H](C(C)C)N)(C)O)n1ccc(=N)nc1O.Cl.Cl
Standard InCHI:	InChI=1S/C15H24N4O6.2ClH/c1-7(2)10(17)12(21)25-11-8(6-20)24-13(15(11,3)23)19-5-4-9(16)18-14(19)22;;/h4-5,7-8,10-11,13,20,23H,6,17H2,1-3H3,(H2,16,18,22);2*1H/t8-,10+,11-,13-,15-;;/m1../s1
Standard InCHIKey:	XENHXZMAOSTXGD-DSMKLBDQSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1804

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	60
0.1-0.2	1755
0.2-0.3	17115
0.3-0.4	10302
0.4-0.5	1341
0.5-0.6	275
0.6-0.7	28
0.7-0.8	14
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.7921	NPC190334
Intermediate Similarity	0.7921	NPC62927
Intermediate Similarity	0.7624	NPC229249
Intermediate Similarity	0.7615	NPC328914
Intermediate Similarity	0.75	NPC328806
Intermediate Similarity	0.7431	NPC328779
Intermediate Similarity	0.7407	NPC6166
Intermediate Similarity	0.7407	NPC226769
Intermediate Similarity	0.7407	NPC280946
Intermediate Similarity	0.7339	NPC120887
Intermediate Similarity	0.7339	NPC90240
Intermediate Similarity	0.7156	NPC329384
Intermediate Similarity	0.7154	NPC318142
Intermediate Similarity	0.7107	NPC313813
Remote Similarity	0.696	NPC245534
Remote Similarity	0.6667	NPC43246
Remote Similarity	0.6667	NPC89051
Remote Similarity	0.6589	NPC325750
Remote Similarity	0.6486	NPC171116
Remote Similarity	0.6486	NPC315063
Remote Similarity	0.6389	NPC106780
Remote Similarity	0.6311	NPC315806
Remote Similarity	0.6306	NPC210456
Remote Similarity	0.6306	NPC163352
Remote Similarity	0.6261	NPC36985
Remote Similarity	0.6261	NPC17892
Remote Similarity	0.622	NPC259586
Remote Similarity	0.6207	NPC73765
Remote Similarity	0.6207	NPC283698
Remote Similarity	0.6172	NPC222481
Remote Similarity	0.6172	NPC470621
Remote Similarity	0.6159	NPC316244
Remote Similarity	0.6136	NPC471262
Remote Similarity	0.6036	NPC71339
Remote Similarity	0.6036	NPC112842
Remote Similarity	0.6016	NPC189854
Remote Similarity	0.6016	NPC322449
Remote Similarity	0.6016	NPC166242
Remote Similarity	0.6016	NPC62845
Remote Similarity	0.6016	NPC92874
Remote Similarity	0.6	NPC324390
Remote Similarity	0.6	NPC471263
Remote Similarity	0.5984	NPC471258
Remote Similarity	0.597	NPC471255
Remote Similarity	0.5968	NPC10897
Remote Similarity	0.5968	NPC329277
Remote Similarity	0.5968	NPC325900
Remote Similarity	0.5948	NPC320249
Remote Similarity	0.5948	NPC322594
Remote Similarity	0.5935	NPC314398
Remote Similarity	0.5935	NPC239705
Remote Similarity	0.5935	NPC314413
Remote Similarity	0.5926	NPC325902
Remote Similarity	0.5909	NPC471261
Remote Similarity	0.5887	NPC471256
Remote Similarity	0.5882	NPC315058
Remote Similarity	0.5873	NPC155087
Remote Similarity	0.5873	NPC149843
Remote Similarity	0.5868	NPC475758
Remote Similarity	0.5865	NPC470652
Remote Similarity	0.5849	NPC476248
Remote Similarity	0.584	NPC471259
Remote Similarity	0.5833	NPC329077
Remote Similarity	0.5833	NPC315780
Remote Similarity	0.5826	NPC52533
Remote Similarity	0.582	NPC475791
Remote Similarity	0.582	NPC13175
Remote Similarity	0.5811	NPC477519
Remote Similarity	0.5809	NPC284651
Remote Similarity	0.5806	NPC471260
Remote Similarity	0.5789	NPC469899
Remote Similarity	0.5766	NPC470783
Remote Similarity	0.5755	NPC313962
Remote Similarity	0.5726	NPC474593
Remote Similarity	0.5726	NPC475801
Remote Similarity	0.5726	NPC475149
Remote Similarity	0.5726	NPC471097
Remote Similarity	0.5714	NPC324516
Remote Similarity	0.5714	NPC318166
Remote Similarity	0.5714	NPC476285
Remote Similarity	0.5714	NPC475918
Remote Similarity	0.5693	NPC470653
Remote Similarity	0.5693	NPC470650
Remote Similarity	0.5693	NPC470654
Remote Similarity	0.5693	NPC477518
Remote Similarity	0.5682	NPC296043
Remote Similarity	0.5678	NPC474576
Remote Similarity	0.5678	NPC327344
Remote Similarity	0.5672	NPC477237
Remote Similarity	0.5667	NPC317639
Remote Similarity	0.5662	NPC94319
Remote Similarity	0.5659	NPC57436
Remote Similarity	0.5659	NPC121479
Remote Similarity	0.5649	NPC63191
Remote Similarity	0.5649	NPC471202
Remote Similarity	0.5641	NPC109188
Remote Similarity	0.5639	NPC329216
Remote Similarity	0.5636	NPC37681
Remote Similarity	0.563	NPC208537
Remote Similarity	0.563	NPC62263
Remote Similarity	0.563	NPC173763
Remote Similarity	0.563	NPC328646
Remote Similarity	0.563	NPC270005
Remote Similarity	0.563	NPC471098
Remote Similarity	0.5625	NPC314466
Remote Similarity	0.5615	NPC476875
Remote Similarity	0.561	NPC475440
Remote Similarity	0.5605	NPC319334
Remote Similarity	0.5605	NPC321485
Remote Similarity	0.5605	NPC322372
Remote Similarity	0.5605	NPC327517
Remote Similarity	0.5605	NPC317377

Drug Structure

NPD1804 OpenBabel08211701082D 33 32 0 0 1 0 0 0 0 0999 V2000 0.7743 -5.6341 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9554 -7.3566 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5386 -3.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2631 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3970 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0878 -2.7319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3621 -6.4431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0823 -2.8364 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.2631 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3566 -6.3385 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5823 -3.7024 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.7634 -5.4250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6650 -2.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.5310 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5605 -3.4945 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.1291 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.9444 -7.1476 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.3970 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.5310 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -3.5409 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.7579 -5.3205 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.6650 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8695 -4.4456 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7514 -2.0933 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1756 -4.6160 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.1654 -1.6348 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 8.9951 -0.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 7.9951 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5377 -8.0611 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9389 -7.0430 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9067 -4.4544 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7990 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8476 -4.6535 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 4 5 2 0 0 0 0 4 9 1 0 0 0 0 5 19 1 0 0 0 0 6 20 1 0 0 0 0 8 6 1 1 0 0 0 8 11 1 0 0 0 0 8 24 1 0 0 0 0 9 16 2 0 0 0 0 9 18 1 0 0 0 0 10 7 1 1 0 0 0 10 12 1 0 0 0 0 10 17 1 0 0 0 0 11 15 1 6 0 0 0 11 25 1 0 0 0 0 12 21 2 0 0 0 0 12 25 1 0 0 0 0 13 15 1 1 0 0 0 13 19 1 0 0 0 0 13 24 1 0 0 0 0 14 18 2 0 0 0 0 14 19 1 0 0 0 0 14 22 1 0 0 0 0 15 3 1 1 0 0 0 15 23 1 0 0 0 0 16 28 1 0 0 0 0 17 29 1 0 0 0 0 17 30 1 0 0 0 0 20 31 1 0 0 0 0 22 32 1 0 0 0 0 23 33 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	356.17
ALogP	-2.1482
MLogP	2.01
XLogP	-0.23
HDA	10
HBD	5
Rotatable Bonds	13
TPSA	161.69
RO5 Violation	0