NPASS drugs

Drug Information

Drug ID:	NPD5377
Drug Name:	Amikacin Sulfate
Molecular Formula:	C22H43N5O13.H2O4S
Canonical SMILES:	OS(=O)(=O)O.NCC[C@@H](C(=N[C@@H]1C[C@H](N)[C@H]([C@@H]([C@H]1O[C@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)N)O)O)O[C@H]1O[C@H](CN)[C@H]([C@@H]([C@H]1O)O)O)O)O
Standard InCHI:	"InChI=1S/C22H43N5O13.H2O4S/c23-2-1-8(29)20(36)27-7-3-6(25)18(39-22-16(34)15(33)13(31)9(4-24)37-22)17(35)19(7)40-21-14(32)11(26)12(30)10(5-28)38-21;1-5(2,3)4/h6-19,21-22,28-35H,1-5,23-26H2,(H,27,36);(H2,1,2,3,4)/t6-,7+,8-,9+,10+,11-,12+,13+,14+,15-,16+,17-,18+,19-,21+,22+;/m0./s1"
Standard InCHIKey:	HIBICIOPDUTNRR-XTHCGPPUSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5377

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	143044
0.1-0.2	62878
0.2-0.3	5762
0.3-0.4	44
0.4-0.5	3
0.5-0.6	5
0.6-0.7	3
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	1
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
High Similarity	0.9412	NPC330590
Remote Similarity	0.6528	NPC477060
Remote Similarity	0.6528	NPC506438
Remote Similarity	0.6528	NPC608466
Remote Similarity	0.5904	NPC612045
Remote Similarity	0.5833	NPC43850
Remote Similarity	0.5833	NPC485811
Remote Similarity	0.5833	NPC505645
Remote Similarity	0.5833	NPC599806

Drug Structure

NPD5377 OpenBabel08211706322D 64 65 0 0 1 0 0 0 0 0999 V2000 4.8301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -10.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -5.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.8301 -5.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.8301 -3.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.0981 -9.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.4282 -5.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 8.2942 -6.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.2942 -5.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.2321 -10.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.4282 -7.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.3660 -9.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.3660 -8.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.9641 -7.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.0981 -6.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.8301 -6.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.6962 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -6.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.2321 -8.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.6962 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -11.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -5.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -7.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -5.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -11.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -8.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -10.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -8.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -8.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -8.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -7.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -7.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.5263 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.5263 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.5263 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.5263 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.5263 -2.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -11.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -11.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -8.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -6.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -11.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -8.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -11.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -7.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -8.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.6603 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.0263 -2.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 23 1 0 0 0 0 3 6 1 0 0 0 0 3 7 1 0 0 0 0 4 24 1 0 0 0 0 5 28 1 0 0 0 0 6 18 1 0 0 0 0 6 25 1 1 0 0 0 7 19 1 0 0 0 0 7 27 1 1 0 0 0 8 1 1 1 0 0 0 8 20 1 0 0 0 0 8 29 1 0 0 0 0 9 4 1 6 0 0 0 9 13 1 0 0 0 0 9 37 1 0 0 0 0 10 5 1 6 0 0 0 10 12 1 0 0 0 0 10 38 1 0 0 0 0 11 12 1 0 0 0 0 11 14 1 0 0 0 0 11 26 1 6 0 0 0 12 30 1 1 0 0 0 13 15 1 0 0 0 0 13 31 1 1 0 0 0 14 21 1 0 0 0 0 14 32 1 1 0 0 0 15 16 1 0 0 0 0 15 33 1 6 0 0 0 16 22 1 0 0 0 0 16 34 1 1 0 0 0 17 18 1 0 0 0 0 17 19 1 0 0 0 0 17 35 1 1 0 0 0 18 39 1 6 0 0 0 19 40 1 6 0 0 0 20 27 2 3 0 0 0 20 36 1 0 0 0 0 21 38 1 0 0 0 0 21 40 1 1 0 0 0 22 37 1 0 0 0 0 22 39 1 1 0 0 0 23 46 1 0 0 0 0 23 47 1 0 0 0 0 24 48 1 0 0 0 0 24 49 1 0 0 0 0 25 50 1 0 0 0 0 25 51 1 0 0 0 0 26 52 1 0 0 0 0 26 53 1 0 0 0 0 28 54 1 0 0 0 0 29 55 1 0 0 0 0 30 56 1 0 0 0 0 31 57 1 0 0 0 0 32 58 1 0 0 0 0 33 59 1 0 0 0 0 34 60 1 0 0 0 0 35 61 1 0 0 0 0 36 62 1 0 0 0 0 41 45 1 0 0 0 0 41 63 1 0 0 0 0 42 45 1 0 0 0 0 42 64 1 0 0 0 0 43 45 2 0 0 0 0 44 45 2 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	585.29
ALogP	-8.5812
MLogP	1.9
XLogP	-6.078
HDA	18
HBD	13
Rotatable Bonds	23
TPSA	335.43
RO5 Violation	2