NPASS drugs

Drug Information

Drug ID:	NPD5381
Drug Name:	Arbekacin
Molecular Formula:	C22H44N6O10
Canonical SMILES:	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)CC[C@H]1N)O)O
Standard InCHI:	InChI=1S/C22H44N6O10/c23-4-3-12(30)20(34)28-11-5-10(26)18(37-21-9(25)2-1-8(6-24)35-21)17(33)19(11)38-22-16(32)14(27)15(31)13(7-29)36-22/h8-19,21-22,29-33H,1-7,23-27H2,(H,28,34)/t8-,9+,10-,11+,12-,13+,14-,15+,16+,17-,18+,19-,21+,22+/m0/s1
Standard InCHIKey:	MKKYBZZTJQGVCD-XTCKQBCOSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; DrugBank

Structural Similarity Between NPASS Natural Products and NPD5381

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	152
0.1-0.2	5675
0.2-0.3	17587
0.3-0.4	6002
0.4-0.5	1149
0.5-0.6	238
0.6-0.7	56
0.7-0.8	14
0.8-0.85	4
0.85-0.9	5
0.9-0.95	7
0.95-1	1

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	1.0	NPC330590
High Similarity	0.9205	NPC43850
High Similarity	0.9205	NPC314007
High Similarity	0.9205	NPC477060
High Similarity	0.9205	NPC123746
High Similarity	0.9205	NPC314408
High Similarity	0.9	NPC176381
High Similarity	0.9	NPC195969
High Similarity	0.8778	NPC214376
High Similarity	0.871	NPC315334
High Similarity	0.8667	NPC313552
High Similarity	0.8636	NPC263058
High Similarity	0.8523	NPC315969
Intermediate Similarity	0.8367	NPC315036
Intermediate Similarity	0.8182	NPC471628
Intermediate Similarity	0.8182	NPC56298
Intermediate Similarity	0.809	NPC318258
Intermediate Similarity	0.7978	NPC316807
Intermediate Similarity	0.75	NPC121479
Intermediate Similarity	0.75	NPC57436
Intermediate Similarity	0.7475	NPC328646
Intermediate Similarity	0.7429	NPC221148
Intermediate Similarity	0.7172	NPC470284
Intermediate Similarity	0.7143	NPC306838
Intermediate Similarity	0.7143	NPC241597
Intermediate Similarity	0.7128	NPC70574
Intermediate Similarity	0.7079	NPC223174
Intermediate Similarity	0.7079	NPC327753
Intermediate Similarity	0.7079	NPC327486
Intermediate Similarity	0.7071	NPC470282
Intermediate Similarity	0.7021	NPC98750
Remote Similarity	0.6979	NPC36927
Remote Similarity	0.6979	NPC271772
Remote Similarity	0.6961	NPC208537
Remote Similarity	0.6961	NPC270005
Remote Similarity	0.6939	NPC476523
Remote Similarity	0.6932	NPC129100
Remote Similarity	0.6932	NPC291650
Remote Similarity	0.6932	NPC322801
Remote Similarity	0.6827	NPC470283
Remote Similarity	0.6807	NPC94319
Remote Similarity	0.6771	NPC100204
Remote Similarity	0.6771	NPC83248
Remote Similarity	0.6735	NPC165119
Remote Similarity	0.6724	NPC313813
Remote Similarity	0.6701	NPC471420
Remote Similarity	0.6606	NPC42320
Remote Similarity	0.6606	NPC188453
Remote Similarity	0.6495	NPC150557
Remote Similarity	0.6486	NPC314413
Remote Similarity	0.6486	NPC314398
Remote Similarity	0.6486	NPC239705
Remote Similarity	0.6476	NPC61894
Remote Similarity	0.6476	NPC475603
Remote Similarity	0.646	NPC59589
Remote Similarity	0.6436	NPC125253
Remote Similarity	0.6436	NPC253975
Remote Similarity	0.6436	NPC192025
Remote Similarity	0.6429	NPC62845
Remote Similarity	0.6429	NPC189854
Remote Similarity	0.6429	NPC166242
Remote Similarity	0.6429	NPC322449
Remote Similarity	0.6429	NPC92874
Remote Similarity	0.6392	NPC314772
Remote Similarity	0.6392	NPC314968
Remote Similarity	0.6373	NPC83839
Remote Similarity	0.6372	NPC10897
Remote Similarity	0.6372	NPC325900
Remote Similarity	0.6228	NPC475918
Remote Similarity	0.6216	NPC271207
Remote Similarity	0.6216	NPC206711
Remote Similarity	0.6216	NPC225978
Remote Similarity	0.6216	NPC255175
Remote Similarity	0.6174	NPC317534
Remote Similarity	0.6129	NPC20035
Remote Similarity	0.6091	NPC189629
Remote Similarity	0.6019	NPC111567
Remote Similarity	0.6019	NPC473950
Remote Similarity	0.6019	NPC473581
Remote Similarity	0.6019	NPC309898
Remote Similarity	0.6019	NPC15851
Remote Similarity	0.6019	NPC182632
Remote Similarity	0.6019	NPC263545
Remote Similarity	0.6019	NPC473604
Remote Similarity	0.6019	NPC186840
Remote Similarity	0.6019	NPC475125
Remote Similarity	0.6019	NPC282705
Remote Similarity	0.5965	NPC477198
Remote Similarity	0.5926	NPC74672
Remote Similarity	0.5926	NPC242503
Remote Similarity	0.5926	NPC139782
Remote Similarity	0.5926	NPC209047
Remote Similarity	0.5926	NPC43074
Remote Similarity	0.5909	NPC23454
Remote Similarity	0.5909	NPC262312
Remote Similarity	0.5909	NPC158445
Remote Similarity	0.5909	NPC192066
Remote Similarity	0.5909	NPC17290
Remote Similarity	0.5909	NPC157353
Remote Similarity	0.5909	NPC282088
Remote Similarity	0.5909	NPC70323
Remote Similarity	0.5909	NPC54961
Remote Similarity	0.5909	NPC35269
Remote Similarity	0.5909	NPC256570
Remote Similarity	0.5909	NPC156782
Remote Similarity	0.5909	NPC3568
Remote Similarity	0.5906	NPC68327
Remote Similarity	0.5888	NPC292345
Remote Similarity	0.582	NPC259586
Remote Similarity	0.5804	NPC8098
Remote Similarity	0.5804	NPC183449
Remote Similarity	0.5804	NPC45313
Remote Similarity	0.5804	NPC197294
Remote Similarity	0.5785	NPC314306
Remote Similarity	0.5778	NPC317023
Remote Similarity	0.5772	NPC222481
Remote Similarity	0.5772	NPC470621
Remote Similarity	0.5748	NPC139857
Remote Similarity	0.5714	NPC305261
Remote Similarity	0.57	NPC244539
Remote Similarity	0.5667	NPC472025
Remote Similarity	0.5659	NPC75839
Remote Similarity	0.5644	NPC313762
Remote Similarity	0.5641	NPC55336
Remote Similarity	0.5638	NPC41429
Remote Similarity	0.5612	NPC476695
Remote Similarity	0.5612	NPC476694
Remote Similarity	0.5612	NPC476696
Remote Similarity	0.5604	NPC290179
Remote Similarity	0.5604	NPC34877

Drug Structure

NPD5381 OpenBabel08211706322D 54 56 0 0 1 0 0 0 0 0999 V2000 4.3301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -4.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5981 4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -5.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 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 4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 8 1 0 0 0 0 2 9 1 0 0 0 0 3 4 1 0 0 0 0 4 23 1 0 0 0 0 5 10 1 0 0 0 0 5 11 1 0 0 0 0 6 24 1 0 0 0 0 7 29 1 0 0 0 0 8 6 1 1 0 0 0 8 35 1 0 0 0 0 9 21 1 0 0 0 0 9 25 1 6 0 0 0 10 18 1 0 0 0 0 10 26 1 6 0 0 0 11 19 1 0 0 0 0 11 28 1 6 0 0 0 12 3 1 6 0 0 0 12 20 1 0 0 0 0 12 30 1 0 0 0 0 13 7 1 1 0 0 0 13 15 1 0 0 0 0 13 36 1 0 0 0 0 14 15 1 0 0 0 0 14 16 1 0 0 0 0 14 27 1 1 0 0 0 15 31 1 6 0 0 0 16 22 1 0 0 0 0 16 32 1 6 0 0 0 17 18 1 0 0 0 0 17 19 1 0 0 0 0 17 33 1 6 0 0 0 18 37 1 1 0 0 0 19 38 1 1 0 0 0 20 28 2 3 0 0 0 20 34 1 0 0 0 0 21 35 1 0 0 0 0 21 37 1 6 0 0 0 22 36 1 0 0 0 0 22 38 1 6 0 0 0 23 39 1 0 0 0 0 23 40 1 0 0 0 0 24 41 1 0 0 0 0 24 42 1 0 0 0 0 25 43 1 0 0 0 0 25 44 1 0 0 0 0 26 45 1 0 0 0 0 26 46 1 0 0 0 0 27 47 1 0 0 0 0 27 48 1 0 0 0 0 29 49 1 0 0 0 0 30 50 1 0 0 0 0 31 51 1 0 0 0 0 32 52 1 0 0 0 0 33 53 1 0 0 0 0 34 54 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001462
DrugBank	DB06696
ChEMBL	CHEMBL426926
IUPHAR/BPS
PharmaGKB	PA165958370
KEGG Drug	D07462
PubChem CID	68682
ChEBI	37922
CAS Number	51025-85-5

Drug Properties

Molecular Weight	552.31
ALogP	-8.4254
MLogP	2.12
XLogP	-5.372
HDA	16
HBD	11
Rotatable Bonds	21
TPSA	300.76
RO5 Violation	2