NPASS drugs

Drug Information

Drug ID:	NPD3203
Drug Name:	Kanamycin
Molecular Formula:	C18H36N4O11
Canonical SMILES:	OC[C@H]1O[C@H](O[C@H]2[C@H](N)C[C@@H]([C@H]([C@@H]2O)O[C@H]2O[C@H](CN)[C@H]([C@@H]([C@H]2O)O)O)N)[C@@H]([C@H]([C@@H]1O)N)O
Standard InCHI:	"InChI=1S/C18H36N4O11/c19-2-6-10(25)12(27)13(28)18(30-6)33-16-5(21)1-4(20)15(14(16)29)32-17-11(26)8(22)9(24)7(3-23)31-17/h4-18,23-29H,1-3,19-22H2/t4-,5+,6-,7-,8+,9-,10-,11-,12+,13-,14-,15+,16-,17-,18-/m1/s1"
Standard InCHIKey:	SBUJHOSQTJFQJX-NOAMYHISSA-N
Max Developmental Stage:	Phase 4
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3203

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	144620
0.1-0.2	56990
0.2-0.3	9585
0.3-0.4	494
0.4-0.5	29
0.5-0.6	2
0.6-0.7	9
0.7-0.8	2
0.8-0.85	0
0.85-0.9	0
0.9-0.95	3
0.95-1	4

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	1.0	NPC43850
High Similarity	1.0	NPC485811
High Similarity	1.0	NPC505645
High Similarity	1.0	NPC599806
High Similarity	0.902	NPC477060
High Similarity	0.902	NPC506438
High Similarity	0.902	NPC608466
Intermediate Similarity	0.7091	NPC552868
Intermediate Similarity	0.7091	NPC611754
Remote Similarity	0.65	NPC607776
Remote Similarity	0.6491	NPC314408
Remote Similarity	0.6491	NPC611979
Remote Similarity	0.625	NPC509178
Remote Similarity	0.625	NPC539096
Remote Similarity	0.625	NPC581607
Remote Similarity	0.6207	NPC552436
Remote Similarity	0.6176	NPC330590
Remote Similarity	0.6176	NPC612045
Remote Similarity	0.5902	NPC605029
Remote Similarity	0.5385	NPC549073

Drug Structure

NPD3203 OpenBabel08211702562D 48 50 0 0 1 0 0 0 0 0999 V2000 -0.8490 -3.4314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8490 1.4706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0943 -3.9216 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6981 -2.9412 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -2.9412 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 0.9804 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.0943 -2.9412 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.9433 -1.4706 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.9433 -2.4510 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8490 1.4706 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.0943 -0.9804 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6981 0.9804 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6981 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8490 -1.4706 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6981 -1.9608 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -1.9608 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.2452 -1.4706 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8490 -0.4902 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8490 2.4510 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5471 -3.4314 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8490 -3.4314 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.7924 -0.9804 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.9433 -4.4118 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.7924 -2.9412 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8490 2.4510 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0943 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5471 1.4706 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5471 -0.4902 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8490 -0.4902 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2452 -2.4510 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3962 -0.9804 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8490 -1.4706 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.9412 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6981 2.9412 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3962 -2.9412 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5471 -4.4118 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8490 -4.4118 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6981 -2.9412 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.7924 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.6414 -1.4706 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.7924 -3.9216 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.6414 -2.4510 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6981 2.9412 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9433 0.4902 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3962 0.9804 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3962 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6981 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 1 5 1 0 0 0 0 2 19 1 0 0 0 0 3 23 1 0 0 0 0 4 15 1 0 0 0 0 4 20 1 1 0 0 0 5 16 1 0 0 0 0 5 21 1 1 0 0 0 6 2 1 6 0 0 0 6 10 1 0 0 0 0 6 30 1 0 0 0 0 7 3 1 6 0 0 0 7 9 1 0 0 0 0 7 31 1 0 0 0 0 8 9 1 0 0 0 0 8 11 1 0 0 0 0 8 22 1 6 0 0 0 9 24 1 1 0 0 0 10 12 1 0 0 0 0 10 25 1 1 0 0 0 11 17 1 0 0 0 0 11 26 1 1 0 0 0 12 13 1 0 0 0 0 12 27 1 6 0 0 0 13 18 1 0 0 0 0 13 28 1 1 0 0 0 14 15 1 0 0 0 0 14 16 1 0 0 0 0 14 29 1 1 0 0 0 15 32 1 6 0 0 0 16 33 1 6 0 0 0 17 31 1 0 0 0 0 17 32 1 1 0 0 0 18 30 1 0 0 0 0 18 33 1 1 0 0 0 19 34 1 0 0 0 0 19 35 1 0 0 0 0 20 36 1 0 0 0 0 20 37 1 0 0 0 0 21 38 1 0 0 0 0 21 39 1 0 0 0 0 22 40 1 0 0 0 0 22 41 1 0 0 0 0 23 42 1 0 0 0 0 24 43 1 0 0 0 0 25 44 1 0 0 0 0 26 45 1 0 0 0 0 27 46 1 0 0 0 0 28 47 1 0 0 0 0 29 48 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000201
DrugBank	DB01172
ChEMBL	CHEMBL1384
IUPHAR/BPS
PharmaGKB	PA450137
KEGG Drug
PubChem CID	0
ChEBI	17630
CAS Number	1959/1/8

Drug Properties

Molecular Weight	484.24
ALogP	-7.4937
MLogP	1.79
XLogP	-5.486
HDA	15
HBD	11
Rotatable Bonds	17
TPSA	282.61
RO5 Violation	2