NPASS drugs

Drug Information

Drug ID:	NPD4837
Drug Name:	Gentamicin
Molecular Formula:	C21H43N5O7
Canonical SMILES:	CNC(C1CCC(C(O1)OC1C(N)CC(C(C1O)OC1OCC(C(C1O)NC)(C)O)N)N)C
Standard InCHI:	"InChI=1S/C21H43N5O7/c1-9(25-3)13-6-5-10(22)19(31-13)32-16-11(23)7-12(24)17(14(16)27)33-20-15(28)18(26-4)21(2,29)8-30-20/h9-20,25-29H,5-8,22-24H2,1-4H3"
Standard InCHIKey:	CEAZRRDELHUEMR-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; DrugBank; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4837

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	93683
0.1-0.2	117254
0.2-0.3	712
0.3-0.4	47
0.4-0.5	14
0.5-0.6	3
0.6-0.7	13
0.7-0.8	7
0.8-0.85	1
0.85-0.9	2
0.9-0.95	0
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	NPC155631
High Similarity	1.0	NPC56298
High Similarity	1.0	NPC512868
High Similarity	1.0	NPC604390
High Similarity	0.8667	NPC471628
High Similarity	0.8667	NPC611641
Intermediate Similarity	0.8	NPC599803
Intermediate Similarity	0.7931	NPC478575
Intermediate Similarity	0.7931	NPC603519
Intermediate Similarity	0.7667	NPC611696
Intermediate Similarity	0.7302	NPC487424
Intermediate Similarity	0.7302	NPC606748
Intermediate Similarity	0.7258	NPC594851
Intermediate Similarity	0.7	NPC560104
Remote Similarity	0.6615	NPC567476
Remote Similarity	0.6508	NPC38701
Remote Similarity	0.6508	NPC522166
Remote Similarity	0.6508	NPC528690
Remote Similarity	0.6508	NPC539326
Remote Similarity	0.6508	NPC603866
Remote Similarity	0.6508	NPC606016
Remote Similarity	0.6508	NPC609441
Remote Similarity	0.6364	NPC574326
Remote Similarity	0.6364	NPC611978
Remote Similarity	0.6176	NPC530222
Remote Similarity	0.6176	NPC603234
Remote Similarity	0.6094	NPC605029
Remote Similarity	0.5606	NPC594692
Remote Similarity	0.5441	NPC579461
Remote Similarity	0.5263	NPC521321

Drug Structure

NPD4837 OpenBabel08211705272D 44 46 0 0 1 0 0 0 0 0999 V2000 2.5428 -3.4255 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6739 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2380 -5.3830 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5428 -2.4468 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9332 -3.4255 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0856 -3.9149 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3904 0.9787 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8476 0.4894 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3904 -3.9149 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 5.9332 -2.4468 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 4.2380 0.4894 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.5428 0.4894 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 4.2380 -3.4255 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.3904 -0.9787 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8476 -1.4681 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 4.2380 -0.4894 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.5428 -0.4894 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.6952 -0.9787 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 5.0856 -1.9574 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.0000 -0.9787 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.6952 0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 6.7808 -1.9574 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.0856 0.9787 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.6952 0.9787 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.3904 -4.8936 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5428 -1.4681 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.3904 -1.9574 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8476 -2.4468 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1846 0.8476 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 4.2380 -2.4468 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0856 -0.9787 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8476 -1.4681 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.6284 -2.4468 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7808 -0.9787 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9332 0.4894 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0856 1.9574 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6952 1.9574 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8476 0.4894 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5428 -5.3830 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3904 -0.9787 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5428 -2.4468 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6952 -2.9362 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6952 1.6952 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 9 1 0 0 0 0 2 21 1 0 0 0 0 3 25 1 0 0 0 0 4 26 1 0 0 0 0 5 6 1 0 0 0 0 5 10 1 0 0 0 0 6 13 1 0 0 0 0 7 11 1 0 0 0 0 7 12 1 0 0 0 0 8 21 1 0 0 0 0 8 30 1 0 0 0 0 9 13 1 0 0 0 0 9 25 1 0 0 0 0 10 19 1 0 0 0 0 10 22 1 0 0 0 0 11 16 1 0 0 0 0 11 23 1 0 0 0 0 12 17 1 0 0 0 0 12 24 1 0 0 0 0 13 31 1 0 0 0 0 14 16 1 0 0 0 0 14 17 1 0 0 0 0 14 27 1 0 0 0 0 15 18 1 0 0 0 0 15 20 1 0 0 0 0 15 28 1 0 0 0 0 16 32 1 0 0 0 0 17 33 1 0 0 0 0 18 21 1 0 0 0 0 18 26 1 0 0 0 0 19 31 1 0 0 0 0 19 32 1 0 0 0 0 20 30 1 0 0 0 0 20 33 1 0 0 0 0 21 29 1 0 0 0 0 22 34 1 0 0 0 0 22 35 1 0 0 0 0 23 36 1 0 0 0 0 23 37 1 0 0 0 0 24 38 1 0 0 0 0 24 39 1 0 0 0 0 25 40 1 0 0 0 0 26 41 1 0 0 0 0 27 42 1 0 0 0 0 28 43 1 0 0 0 0 29 44 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000116
DrugBank	DB00798
ChEMBL	CHEMBL329592
IUPHAR/BPS	2427
PharmaGKB	PA449753
KEGG Drug
PubChem CID	3467
ChEBI	17833
CAS Number	1403-66-3

Drug Properties

Molecular Weight	477.32
ALogP	-5.7693
MLogP	2.45
XLogP	-2.88
HDA	12
HBD	8
Rotatable Bonds	17
TPSA	199.73
RO5 Violation	2