NPASS drugs

Drug Information

Drug ID:	NPD5798
Drug Name:	Neomycin
Molecular Formula:	C23H46N6O13
Canonical SMILES:	OC[C@H]1O[C@H]([C@@H]([C@@H]1O[C@H]1O[C@@H](CN)[C@H]([C@@H]([C@H]1N)O)O)O)O[C@@H]1[C@@H](O)[C@H](N)C[C@@H]([C@H]1O[C@H]1O[C@H](CN)[C@H]([C@@H]([C@H]1N)O)O)N
Standard InCHI:	"InChI=1S/C23H46N6O13/c24-2-7-13(32)15(34)10(28)21(37-7)40-18-6(27)1-5(26)12(31)20(18)42-23-17(36)19(9(4-30)39-23)41-22-11(29)16(35)14(33)8(3-25)38-22/h5-23,30-36H,1-4,24-29H2/t5-,6+,7-,8+,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23+/m1/s1"
Standard InCHIKey:	PGBHMTALBVVCIT-VCIWKGPPSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5798

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	141437
0.1-0.2	68964
0.2-0.3	1246
0.3-0.4	50
0.4-0.5	12
0.5-0.6	3
0.6-0.7	7
0.7-0.8	8
0.8-0.85	4
0.85-0.9	0
0.9-0.95	4
0.95-1	3

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	NPC611963
High Similarity	1.0	NPC564340
High Similarity	1.0	NPC581720
High Similarity	0.9273	NPC611441
High Similarity	0.9273	NPC568142
High Similarity	0.9273	NPC573759
High Similarity	0.9273	NPC592740
Intermediate Similarity	0.8361	NPC542895
Intermediate Similarity	0.8361	NPC559965
Intermediate Similarity	0.8182	NPC506976
Intermediate Similarity	0.8182	NPC563546
Intermediate Similarity	0.7818	NPC611914
Intermediate Similarity	0.7818	NPC589299
Intermediate Similarity	0.7414	NPC497825
Intermediate Similarity	0.7414	NPC519469
Intermediate Similarity	0.7414	NPC539880
Intermediate Similarity	0.7414	NPC544422
Intermediate Similarity	0.7414	NPC557727
Intermediate Similarity	0.7288	NPC523807
Remote Similarity	0.6935	NPC506484
Remote Similarity	0.6935	NPC513869
Remote Similarity	0.6935	NPC551092
Remote Similarity	0.6935	NPC575207
Remote Similarity	0.6667	NPC527051
Remote Similarity	0.6379	NPC606532
Remote Similarity	0.6111	NPC602333
Remote Similarity	0.5645	NPC548723
Remote Similarity	0.5645	NPC579324
Remote Similarity	0.5263	NPC605197

Drug Structure

NPD5798 OpenBabel08211708292D 61 64 0 0 1 0 0 0 0 0999 V2000 -5.1630 -1.8774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8995 0.5841 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6829 -1.0966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6381 -0.6288 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3103 -2.3697 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.1630 -0.8928 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7522 1.0764 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.1042 -1.8932 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.6588 -0.7317 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4576 2.0611 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.9467 -3.4863 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4576 -1.8774 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7522 2.0611 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.5047 -2.7927 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.6049 2.5534 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.9259 -3.5892 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7966 -1.3797 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.3103 -0.4005 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.1665 -1.5844 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4576 -0.8928 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4576 1.0764 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.5462 -2.5868 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8995 -0.4005 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0468 1.0764 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.6622 -1.1995 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3103 -3.3543 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0157 -0.4005 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3103 2.5534 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3680 -4.2829 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.0385 0.2707 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6049 -2.3697 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8995 2.5534 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4839 -2.8956 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6049 3.5380 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3264 -4.4887 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5283 -2.0385 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6049 0.5841 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1250 -1.7903 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 -4.3103 0.5841 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5670 -2.4839 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7522 0.0918 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0468 2.0611 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8059 0.5841 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0626 -2.0990 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2409 -0.4030 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4576 -3.8466 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1630 -3.8466 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8684 -0.8928 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0157 0.5841 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1630 2.0611 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3103 3.5380 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3887 -4.1800 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7684 -5.1824 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0178 0.3736 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6049 -3.3543 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8995 3.5380 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8844 -3.7951 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7522 4.0303 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3056 -4.5916 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3236 -3.0016 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 1 6 1 0 0 0 0 2 24 1 0 0 0 0 3 25 1 0 0 0 0 4 30 1 0 0 0 0 5 12 1 0 0 0 0 5 26 1 6 0 0 0 6 18 1 0 0 0 0 6 27 1 6 0 0 0 7 2 1 1 0 0 0 7 13 1 0 0 0 0 7 37 1 0 0 0 0 8 3 1 1 0 0 0 8 14 1 0 0 0 0 8 38 1 0 0 0 0 9 4 1 6 0 0 0 9 19 1 0 0 0 0 9 39 1 0 0 0 0 10 15 1 0 0 0 0 10 21 1 0 0 0 0 10 28 1 6 0 0 0 11 16 1 0 0 0 0 11 22 1 0 0 0 0 11 29 1 1 0 0 0 12 20 1 0 0 0 0 12 31 1 1 0 0 0 13 15 1 0 0 0 0 13 32 1 6 0 0 0 14 16 1 0 0 0 0 14 33 1 1 0 0 0 15 34 1 1 0 0 0 16 35 1 6 0 0 0 17 19 1 0 0 0 0 17 23 1 0 0 0 0 17 36 1 1 0 0 0 18 20 1 0 0 0 0 18 40 1 1 0 0 0 19 41 1 1 0 0 0 20 42 1 6 0 0 0 21 37 1 0 0 0 0 21 40 1 6 0 0 0 22 38 1 0 0 0 0 22 41 1 1 0 0 0 23 39 1 0 0 0 0 23 42 1 6 0 0 0 24 43 1 0 0 0 0 24 44 1 0 0 0 0 25 45 1 0 0 0 0 25 46 1 0 0 0 0 26 47 1 0 0 0 0 26 48 1 0 0 0 0 27 49 1 0 0 0 0 27 50 1 0 0 0 0 28 51 1 0 0 0 0 28 52 1 0 0 0 0 29 53 1 0 0 0 0 29 54 1 0 0 0 0 30 55 1 0 0 0 0 31 56 1 0 0 0 0 32 57 1 0 0 0 0 33 58 1 0 0 0 0 34 59 1 0 0 0 0 35 60 1 0 0 0 0 36 61 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000838; DAP000036
DrugBank	DB00994
ChEMBL	CHEMBL449118
IUPHAR/BPS	709
PharmaGKB	PA450608
KEGG Drug
PubChem CID	8378
ChEBI	7507
CAS Number	1404-04-2

Drug Properties

Molecular Weight	614.31
ALogP	-9.3091
MLogP	1.9
XLogP	-6.914
HDA	19
HBD	13
Rotatable Bonds	22
TPSA	353.11
RO5 Violation	2