NPASS drugs

Drug Information

Drug ID:	NPD4073
Drug Name:	cefluprenam
Molecular Formula:	C20H25FN8O6S2
Canonical SMILES:	FCO/N=C(/c1[nH]sc(=N)n1)C(=N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)[O-])/C=C/C[N+](CC(=N)O)(CC)C)O
Standard InCHI:	InChI=1S/C20H25FN8O6S2/c1-3-29(2,7-11(22)30)6-4-5-10-8-36-18-13(17(32)28(18)14(10)19(33)34)24-16(31)12(26-35-9-21)15-25-20(23)37-27-15/h4-5,13,18H,3,6-9H2,1-2H3,(H5-,22,23,24,25,27,30,31,33,34)/b5-4+,26-12-/t13-,18-,29?/m1/s1
Standard InCHIKey:	XAKKNLNAJBNLPC-MAYKBZFQSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4073

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	88
0.1-0.2	6561
0.2-0.3	20379
0.3-0.4	3282
0.4-0.5	556
0.5-0.6	21
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 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	0.6532	NPC144780
Remote Similarity	0.6204	NPC288109
Remote Similarity	0.6013	NPC13470
Remote Similarity	0.5797	NPC59249
Remote Similarity	0.5762	NPC476158

Drug Structure

NPD4073 OpenBabel08211704332D 42 44 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 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 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 2.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9873 -1.8428 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -1.7321 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 6.7979 -4.4817 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8660 -3.9641 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7638 -4.7406 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0908 -5.1888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3660 -3.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -3.4641 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1208 -5.6218 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6945 -1.1357 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.7501 -6.3989 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1248 -4.9300 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.1222 -5.6741 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.5391 -3.5158 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.5409 -4.1112 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 -2.5981 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 3 3 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.3496 -6.1548 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.3320 -2.8393 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 -0.8660 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 7.2462 -2.8087 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -3.4641 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 9.3796 -4.6559 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.3918 -7.3325 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.4886 -3.1126 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.3155 -6.4136 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 29 1 0 0 0 0 3 29 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 10 1 0 0 0 0 6 29 1 0 0 0 0 7 11 1 0 0 0 0 7 29 1 0 0 0 0 8 10 1 0 0 0 0 8 36 1 0 0 0 0 9 21 1 0 0 0 0 9 35 1 0 0 0 0 10 14 2 0 0 0 0 11 22 2 0 0 0 0 11 30 1 0 0 0 0 12 15 1 0 0 0 0 12 16 1 0 0 0 0 12 26 2 0 0 0 0 13 17 1 0 0 0 0 13 18 1 0 0 0 0 13 24 1 1 0 0 0 14 19 1 0 0 0 0 14 28 1 0 0 0 0 15 25 2 0 0 0 0 15 27 1 0 0 0 0 16 24 2 3 0 0 0 16 31 1 0 0 0 0 17 28 1 0 0 0 0 17 32 2 0 0 0 0 18 28 1 0 0 0 0 18 36 1 1 0 0 0 19 33 2 0 0 0 0 19 34 1 0 0 0 0 20 23 2 0 0 0 0 20 25 1 0 0 0 0 20 37 1 0 0 0 0 22 38 1 0 0 0 0 23 39 1 0 0 0 0 26 35 1 0 0 0 0 27 37 1 0 0 0 0 27 40 1 0 0 0 0 30 41 1 0 0 0 0 31 42 1 0 0 0 0 M CHG 2 29 1 34 -1 M END $$$$

External Identifiers

TTD	DIB006562
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	556.13
ALogP	-2.0217
MLogP	1.79
XLogP	-0.094
HDA	11
HBD	5
Rotatable Bonds	18
TPSA	257.54
RO5 Violation	2