NPASS drugs

Drug Information

Drug ID:	NPD218
Drug Name:	Inosine pranobex
Molecular Formula:	C10H12N4O5.3C9H9NO3.3C5H13NO
Canonical SMILES:	CN(C[C@H](O)C)C.CN(C[C@H](O)C)C.CN(C[C@H](O)C)C.CC(=Nc1ccc(cc1)C(=O)O)O.CC(=Nc1ccc(cc1)C(=O)O)O.CC(=Nc1ccc(cc1)C(=O)O)O.OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2O
Standard InCHI:	"InChI=1S/C10H12N4O5.3C9H9NO3.3C5H13NO/c15-1-4-6(16)7(17)10(19-4)14-3-13-5-8(14)11-2-12-9(5)18;31-6(11)10-8-4-2-7(3-5-8)9(12)13;31-5(7)4-6(2)3/h2-4,6-7,10,15-17H,1H2,(H,11,12,18);32-5H,1H3,(H,10,11)(H,12,13);35,7H,4H2,1-3H3/t4-,6-,7-,10-;;;;3*5-/m1...111/s1"
Standard InCHIKey:	YLDCUKJMEKGGFI-KSIULYHRSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD218

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	94208
0.1-0.2	115900
0.2-0.3	1363
0.3-0.4	223
0.4-0.5	41
0.5-0.6	1
0.6-0.7	3
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	0.6164	NPC54320
Remote Similarity	0.6164	NPC79321
Remote Similarity	0.6164	NPC546842
Remote Similarity	0.5119	NPC261595

Drug Structure

NPD218 OpenBabel08201723122D 92 91 0 0 1 0 0 0 0 0999 V2000 7.9833 -4.3036 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.6410 -4.7127 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.4386 -1.6300 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6524 -3.5605 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 12.6410 -2.7127 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4445 -2.5823 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 9.3106 -2.0823 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 11.7750 -3.2127 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.5070 -3.2127 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0537 -2.7514 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 11.7750 -4.2127 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 13.5070 -4.2127 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 12.4331 -1.7345 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 11.0319 -2.5435 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.0052 -4.0957 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.5310 -2.1756 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.4151 -1.0878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 14.3731 -2.7127 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.6470 -3.6650 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -13.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -9.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -9.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -10.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -10.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -12.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -11.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -12.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -12.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -7.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -7.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.4282 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6962 -11.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4282 -11.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6962 -10.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4282 -10.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4282 -8.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5622 -12.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5622 -10.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5622 -13.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5622 -9.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 10.2942 -9.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.6962 -13.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.4282 -13.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 17.2391 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 20.7032 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 19.8372 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 18.9712 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 18.1051 -2.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 19.8372 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 18.1051 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 14.8923 -10.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.6244 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.8923 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.7583 -9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.8923 -9.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 15.7583 -8.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 14.0263 -9.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 17.2391 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 20.7032 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 19.8372 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 18.9712 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 18.1051 -6.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 19.8372 -6.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 18.1051 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.6962 -3.1446 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.4265 -1.1810 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6061 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 15.2391 -3.2127 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -6.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -12.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -8.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.1603 -8.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.8301 -13.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 17.2391 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 13.1603 -9.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 17.2391 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 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 1 1 6 0 0 0 4 6 1 0 0 0 0 4 19 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 16 1 1 0 0 0 7 10 1 0 0 0 0 7 17 1 1 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 18 1 0 0 0 0 10 14 1 6 0 0 0 10 19 1 0 0 0 0 15 80 1 0 0 0 0 16 81 1 0 0 0 0 17 82 1 0 0 0 0 18 83 1 0 0 0 0 20 25 1 0 0 0 0 21 23 1 0 0 0 0 21 26 2 0 0 0 0 22 24 2 0 0 0 0 22 26 1 0 0 0 0 23 27 2 0 0 0 0 24 27 1 0 0 0 0 25 29 2 3 0 0 0 25 30 1 0 0 0 0 26 28 1 0 0 0 0 27 29 1 0 0 0 0 28 31 1 0 0 0 0 28 32 2 0 0 0 0 30 84 1 0 0 0 0 31 85 1 0 0 0 0 33 38 1 0 0 0 0 34 36 1 0 0 0 0 34 39 2 0 0 0 0 35 37 2 0 0 0 0 35 39 1 0 0 0 0 36 40 2 0 0 0 0 37 40 1 0 0 0 0 38 42 2 3 0 0 0 38 43 1 0 0 0 0 39 41 1 0 0 0 0 40 42 1 0 0 0 0 41 44 1 0 0 0 0 41 45 2 0 0 0 0 43 86 1 0 0 0 0 44 87 1 0 0 0 0 46 51 1 0 0 0 0 47 49 1 0 0 0 0 47 52 2 0 0 0 0 48 50 2 0 0 0 0 48 52 1 0 0 0 0 49 53 2 0 0 0 0 50 53 1 0 0 0 0 51 55 2 3 0 0 0 51 56 1 0 0 0 0 52 54 1 0 0 0 0 53 55 1 0 0 0 0 54 57 1 0 0 0 0 54 58 2 0 0 0 0 56 88 1 0 0 0 0 57 89 1 0 0 0 0 60 64 1 0 0 0 0 61 64 1 0 0 0 0 62 63 1 0 0 0 0 62 64 1 0 0 0 0 63 59 1 1 0 0 0 63 65 1 0 0 0 0 65 90 1 0 0 0 0 67 71 1 0 0 0 0 68 71 1 0 0 0 0 69 70 1 0 0 0 0 69 71 1 0 0 0 0 70 66 1 1 0 0 0 70 72 1 0 0 0 0 72 91 1 0 0 0 0 74 78 1 0 0 0 0 75 78 1 0 0 0 0 76 77 1 0 0 0 0 76 78 1 0 0 0 0 77 73 1 1 0 0 0 77 79 1 0 0 0 0 79 92 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB13156
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug	D01995
PubChem CID	0
ChEBI
CAS Number	36703-88-5

Drug Properties

Molecular Weight	268.08
ALogP	-1.9895
MLogP	1.57
XLogP	-1.742
HDA	8
HBD	4
Rotatable Bonds	6
TPSA	133.75
RO5 Violation	0