NPASS drugs

Drug Information

Drug ID:	NPD4444
Drug Name:	Ro-48-8391
Molecular Formula:	C21H22N6O6S2
Canonical SMILES:	O/N=C(/c1csc(=N)[nH]1)C(=N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)/C=C/1CCN(C1=O)CC1CC1)O
Standard InCHI:	InChI=1S/C21H22N6O6S2/c22-21-23-12(8-35-21)13(25-33)16(28)24-14-18(30)27-15(20(31)32)11(7-34-19(14)27)5-10-3-4-26(17(10)29)6-9-1-2-9/h5,8-9,14,19,33H,1-4,6-7H2,(H2,22,23)(H,24,28)(H,31,32)/b10-5+,25-13-/t14-,19-/m1/s1
Standard InCHIKey:	YDGUXSVPYIZSIX-QATJFZJMSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4444

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	124
0.1-0.2	6906
0.2-0.3	19372
0.3-0.4	3760
0.4-0.5	700
0.5-0.6	26
0.6-0.7	2
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 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
Remote Similarity	0.6183	NPC144780
Remote Similarity	0.6118	NPC476158
Remote Similarity	0.5903	NPC288109
Remote Similarity	0.5758	NPC13470
Remote Similarity	0.5734	NPC59249

Drug Structure

NPD4444 OpenBabel08211705262D 40 44 0 0 1 0 0 0 0 0999 V2000 8.2571 1.2695 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3435 1.6762 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5686 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5468 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0413 -0.2319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1471 -4.6749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4480 0.6817 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7765 -3.8978 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5176 -2.9319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4483 -2.6730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3776 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6577 -5.2548 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4348 -5.8841 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7100 -4.2561 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 -1.7071 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.2247 -2.2247 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0468 -0.3364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.1554 -3.3801 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5856 1.3849 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 0.7071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1907 -2.4836 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8660 -1.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.6918 -5.5136 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 3.3684 -5.5257 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5487 -3.7115 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8966 -4.3461 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8978 -1.7765 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 9 1 0 0 0 0 2 9 1 0 0 0 0 3 4 1 0 0 0 0 3 10 1 0 0 0 0 4 26 1 0 0 0 0 5 10 2 0 0 0 0 5 11 1 0 0 0 0 6 9 1 0 0 0 0 6 26 1 0 0 0 0 7 11 1 0 0 0 0 7 34 1 0 0 0 0 8 12 2 0 0 0 0 8 35 1 0 0 0 0 10 17 1 0 0 0 0 11 15 2 0 0 0 0 12 13 1 0 0 0 0 12 23 1 0 0 0 0 13 16 1 0 0 0 0 13 25 2 0 0 0 0 14 18 1 0 0 0 0 14 19 1 0 0 0 0 14 24 1 6 0 0 0 15 20 1 0 0 0 0 15 27 1 0 0 0 0 16 24 2 3 0 0 0 16 28 1 0 0 0 0 17 26 1 0 0 0 0 17 29 2 0 0 0 0 18 27 1 0 0 0 0 18 30 2 0 0 0 0 19 27 1 0 0 0 0 19 34 1 6 0 0 0 20 31 2 0 0 0 0 20 32 1 0 0 0 0 21 22 2 0 0 0 0 21 23 1 0 0 0 0 21 35 1 0 0 0 0 22 36 1 0 0 0 0 23 37 1 0 0 0 0 25 33 1 0 0 0 0 28 38 1 0 0 0 0 32 39 1 0 0 0 0 33 40 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012649
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	518.10
ALogP	-0.5217
MLogP	2.23
XLogP	1.053
HDA	10
HBD	5
Rotatable Bonds	10
TPSA	229.58
RO5 Violation	0