NPASS drugs

Drug Information

Drug ID:	NPD4835
Drug Name:	Gentamicin Sulfate
Molecular Formula:	C21H43N5O7.C20H41N5O7.C19H39N5O7.H2O4S
Canonical SMILES:	OS(=O)(=O)O.CN[C@@H]1[C@@H](O)[C@H](OC[C@]1(C)O)O[C@H]1[C@H](N)C[C@@H]([C@H]([C@@H]1O)O[C@H]1O[C@@H](CC[C@H]1N)C(N)C)N.CNC([C@@H]1CC[C@H]([C@H](O1)O[C@@H]1[C@@H](N)C[C@H]([C@@H]([C@H]1O)O[C@H]1OC[C@]([C@@H]([C@H]1O)NC)(C)O)N)N)C.NC[C@@H]1CC[C@H]([C@H](O1)O[C@@H]1[C@@H](N)C[C@H]([C@@H]([C@H]1O)O[C@H]1OC[C@]([C@@H]([C@H]1O)NC)(C)O)N)N
Standard InCHI:	"InChI=1S/C21H43N5O7.C20H41N5O7.C19H39N5O7.H2O4S/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;1-8(21)12-5-4-9(22)18(30-12)31-15-10(23)6-11(24)16(13(15)26)32-19-14(27)17(25-3)20(2,28)7-29-19;1-19(27)7-28-18(13(26)16(19)24-2)31-15-11(23)5-10(22)14(12(15)25)30-17-9(21)4-3-8(6-20)29-17;1-5(2,3)4/h9-20,25-29H,5-8,22-24H2,1-4H3;8-19,25-28H,4-7,21-24H2,1-3H3;8-18,24-27H,3-7,20-23H2,1-2H3;(H2,1,2,3,4)/t9?,10-,11+,12-,13+,14+,15-,16-,17+,18-,19-,20-,21+;8?,9-,10+,11-,12+,13+,14-,15-,16+,17-,18-,19-,20+;8-,9+,10-,11+,12-,13+,14+,15-,16+,17+,18+,19-;/m110./s1"
Standard InCHIKey:	RDEIXVOBVLKYNT-VQBXQJRRSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4835

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	93619
0.1-0.2	117212
0.2-0.3	805
0.3-0.4	65
0.4-0.5	9
0.5-0.6	15
0.6-0.7	3
0.7-0.8	1
0.8-0.85	6
0.85-0.9	2
0.9-0.95	2
0.95-1	1

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	NPC599803
High Similarity	0.9231	NPC471628
High Similarity	0.9231	NPC611641
High Similarity	0.8769	NPC487424
High Similarity	0.8769	NPC606748
Intermediate Similarity	0.8	NPC155631
Intermediate Similarity	0.8	NPC56298
Intermediate Similarity	0.8	NPC478575
Intermediate Similarity	0.8	NPC512868
Intermediate Similarity	0.8	NPC603519
Intermediate Similarity	0.8	NPC604390
Intermediate Similarity	0.7246	NPC611696
Remote Similarity	0.6575	NPC574326
Remote Similarity	0.6438	NPC594851
Remote Similarity	0.6351	NPC567476
Remote Similarity	0.5974	NPC530222
Remote Similarity	0.5972	NPC560104
Remote Similarity	0.589	NPC594692
Remote Similarity	0.5676	NPC605029
Remote Similarity	0.5513	NPC611978
Remote Similarity	0.5395	NPC38701
Remote Similarity	0.5395	NPC522166
Remote Similarity	0.5395	NPC528690
Remote Similarity	0.5395	NPC539326
Remote Similarity	0.5395	NPC603866
Remote Similarity	0.5395	NPC606016
Remote Similarity	0.5395	NPC609441
Remote Similarity	0.5375	NPC603234
Remote Similarity	0.5325	NPC579461
Remote Similarity	0.5176	NPC521321

Drug Structure

NPD4835 OpenBabel08211705272D 138143 0 0 1 0 0 0 0 0999 V2000 6.4332 -5.8830 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2165 -2.4574 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1284 -7.8404 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3476 -4.9043 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8236 -5.8830 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9760 -6.3723 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2808 -1.4787 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0428 -1.9681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2808 -6.3723 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 9.8236 -4.9043 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 8.1284 -1.9681 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.4332 -1.9681 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 8.1284 -5.8830 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.2808 -3.4362 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.0428 -3.9255 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 8.1284 -2.9468 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.4332 -2.9468 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.1952 -3.4362 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 8.9760 -4.4149 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.8904 -3.4362 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.1952 -2.4574 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 10.6712 -4.4149 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.9760 -1.4787 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.5856 -1.4787 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.2808 -7.3511 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3476 -3.9255 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.2808 -4.4149 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0428 -4.9043 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7058 -1.6098 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8904 -2.4574 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.1284 -4.9043 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.9760 -3.4362 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7380 -3.9255 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 17.6044 -2.4574 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 22.8211 -5.8830 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 22.6900 -3.4362 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.2140 -2.4574 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.0616 -1.9681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.7568 -6.8617 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 20.9948 -6.3723 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.7568 -1.9681 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 14.2140 -3.4362 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 15.9092 -6.3723 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 17.6044 -6.3723 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 15.9092 -2.4574 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 16.7568 -4.9043 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 20.9948 -4.4149 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 15.9092 -5.3936 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 17.6044 -5.3936 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 21.8424 -4.9043 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 15.0616 -3.9255 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 20.1472 -4.9043 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 21.8424 -5.8830 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 16.7568 -0.9894 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 13.3664 -3.9255 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 15.0616 -6.8617 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 18.4520 -6.8617 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 22.6900 -4.4149 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 16.7568 -3.9255 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 20.9948 -3.4362 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 22.3317 -6.7306 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 20.1472 -5.8830 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 15.9092 -3.4362 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 15.0616 -4.9043 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 19.2996 -4.4149 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.0724 -15.1658 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6664 -11.7752 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0416 -10.3078 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1944 -10.7969 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7360 -15.1991 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7360 -10.3078 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9720 -14.7100 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8888 -10.7969 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.1944 -11.7752 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.8888 -14.7100 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.5832 -14.7100 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.7360 -13.2426 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.9720 -12.7535 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.8888 -13.7317 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.5832 -13.7317 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 9.8192 -13.2426 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.0416 -12.2643 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 8.1248 -13.2426 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 9.8192 -14.2209 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.7360 -9.3296 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3472 -12.2643 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0416 -15.1991 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.4304 -15.1991 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 10.6664 -12.7535 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.7360 -12.2643 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.9720 -11.7752 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.5953 -13.6253 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.1248 -14.2209 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8888 -11.7752 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0416 -13.2426 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.2776 -12.7535 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 14.0188 -10.3404 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.0188 -11.3404 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 14.0188 -12.3404 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 15.0188 -11.3404 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 14.0188 -11.3404 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 11.5188 -4.9043 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.6712 -3.4362 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.8236 -1.9681 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.9760 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5856 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7380 -1.9681 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4332 -7.8404 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -3.4362 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4332 -4.9043 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1952 -5.3936 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7271 -1.6098 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 15.9092 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 17.6044 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.5188 -3.4362 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 13.3664 -4.9043 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 14.2140 -6.3723 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 15.0616 -7.8404 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 18.4520 -7.8404 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 19.2996 -6.3723 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 23.5376 -4.9043 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 17.6044 -3.4362 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 21.8424 -2.9468 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 21.8424 -7.5782 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5832 -8.8404 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8888 -8.8404 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3472 -13.2426 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -11.7752 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1944 -14.7100 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0416 -16.1774 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4304 -16.1774 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2776 -14.7100 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.5136 -13.2426 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5832 -11.7752 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.8192 -11.2861 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.4991 -13.9997 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 14.8848 -9.8404 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.5188 -10.4744 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 9 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 25 1 0 0 0 0 10 19 1 0 0 0 0 10 22 1 6 0 0 0 11 16 1 0 0 0 0 11 23 1 6 0 0 0 12 17 1 0 0 0 0 12 24 1 6 0 0 0 13 9 1 1 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 6 0 0 0 15 18 1 0 0 0 0 15 20 1 0 0 0 0 15 28 1 6 0 0 0 16 32 1 1 0 0 0 17 33 1 1 0 0 0 18 21 1 1 0 0 0 18 26 1 0 0 0 0 19 31 1 0 0 0 0 19 32 1 6 0 0 0 20 30 1 0 0 0 0 20 33 1 6 0 0 0 21 2 1 6 0 0 0 21 29 1 0 0 0 0 22102 1 0 0 0 0 22103 1 0 0 0 0 23104 1 0 0 0 0 23105 1 0 0 0 0 24106 1 0 0 0 0 24107 1 0 0 0 0 25108 1 0 0 0 0 26109 1 0 0 0 0 27110 1 0 0 0 0 28111 1 0 0 0 0 29112 1 0 0 0 0 34 41 1 0 0 0 0 36 58 1 0 0 0 0 37 38 1 0 0 0 0 37 42 1 0 0 0 0 38 45 1 0 0 0 0 39 43 1 0 0 0 0 39 44 1 0 0 0 0 40 53 1 0 0 0 0 40 62 1 0 0 0 0 41 54 1 0 0 0 0 42 51 1 0 0 0 0 42 55 1 6 0 0 0 43 48 1 0 0 0 0 43 56 1 6 0 0 0 44 49 1 0 0 0 0 44 57 1 6 0 0 0 45 41 1 1 0 0 0 45 63 1 0 0 0 0 46 48 1 0 0 0 0 46 49 1 0 0 0 0 46 59 1 6 0 0 0 47 50 1 0 0 0 0 47 52 1 0 0 0 0 47 60 1 6 0 0 0 48 64 1 1 0 0 0 49 65 1 1 0 0 0 50 53 1 1 0 0 0 50 58 1 0 0 0 0 51 63 1 0 0 0 0 51 64 1 6 0 0 0 52 62 1 0 0 0 0 52 65 1 6 0 0 0 53 35 1 6 0 0 0 53 61 1 0 0 0 0 54113 1 0 0 0 0 54114 1 0 0 0 0 55115 1 0 0 0 0 55116 1 0 0 0 0 56117 1 0 0 0 0 56118 1 0 0 0 0 57119 1 0 0 0 0 57120 1 0 0 0 0 58121 1 0 0 0 0 59122 1 0 0 0 0 60123 1 0 0 0 0 61124 1 0 0 0 0 67 89 1 0 0 0 0 68 69 1 0 0 0 0 68 73 1 0 0 0 0 69 74 1 0 0 0 0 70 75 1 0 0 0 0 70 76 1 0 0 0 0 71 85 1 0 0 0 0 72 84 1 0 0 0 0 72 93 1 0 0 0 0 73 71 1 1 0 0 0 73 94 1 0 0 0 0 74 82 1 0 0 0 0 74 86 1 6 0 0 0 75 79 1 0 0 0 0 75 87 1 6 0 0 0 76 80 1 0 0 0 0 76 88 1 6 0 0 0 77 79 1 0 0 0 0 77 80 1 0 0 0 0 77 90 1 6 0 0 0 78 81 1 0 0 0 0 78 83 1 0 0 0 0 78 91 1 6 0 0 0 79 95 1 1 0 0 0 80 96 1 1 0 0 0 81 84 1 1 0 0 0 81 89 1 0 0 0 0 82 94 1 0 0 0 0 82 95 1 6 0 0 0 83 93 1 0 0 0 0 83 96 1 6 0 0 0 84 66 1 6 0 0 0 84 92 1 0 0 0 0 85125 1 0 0 0 0 85126 1 0 0 0 0 86127 1 0 0 0 0 86128 1 0 0 0 0 87129 1 0 0 0 0 87130 1 0 0 0 0 88131 1 0 0 0 0 88132 1 0 0 0 0 89133 1 0 0 0 0 90134 1 0 0 0 0 91135 1 0 0 0 0 92136 1 0 0 0 0 97101 1 0 0 0 0 97137 1 0 0 0 0 98101 1 0 0 0 0 98138 1 0 0 0 0 99101 2 0 0 0 0 100101 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	477.32
ALogP	-5.7693
MLogP	2.45
XLogP	-2.88
HDA	12
HBD	8
Rotatable Bonds	17
TPSA	199.73
RO5 Violation	2