NPASS Natural Product

Natural Product: NPC57436

Natural Product ID:	NPC57436
Common Name:	Dihydrostreptomycin
IUPAC Name:	2-[(1R,2R,3S,4R,5R,6S)-3-(diaminomethylideneamino)-4-[(2R,3R,4R,5S)-3-[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy-4-hydroxy-4-(hydroxymethyl)-5-methyloxolan-2-yl]oxy-2,5,6-trihydroxycyclohexyl]guanidine
Synonyms:	Dihydrostreptomycin
Molecular Formula:	C21H41N7O12
Standard InCHIKey:	ASXBYYWOLISCLQ-HZYVHMACSA-N
Standard InCHI:	InChI=1S/C21H41N7O12/c1-5-21(36,4-30)16(40-17-9(26-2)13(34)10(31)6(3-29)38-17)18(37-5)39-15-8(28-20(24)25)11(32)7(27-19(22)23)12(33)14(15)35/h5-18,26,29-36H,3-4H2,1-2H3,(H4,22,23,27)(H4,24,25,28)/t5-,6-,7+,8-,9-,10-,11+,12-,13-,14+,15+,16-,17-,18-,21+/m0/s1
Canonical SMILES:	OC[C@@H]1O[C@@H](O[C@H]2[C@H](O[C@H]3[C@H](O)[C@@H](O)[C@@H]([C@H]([C@@H]3NC(=N)N)O)NC(=N)N)O[C@H]([C@]2(O)CO)C)[C@H]([C@@H]([C@H]1O)O)NC
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO27957	Pinus densiflora	Species	Pinaceae	Eukaryota	TM-MC*
NPO12422	Pinus massoniana	Species	Pinaceae	Eukaryota	TM-MC*
NPO5462	Pinus tabuliformis	Species	Pinaceae	Eukaryota	TM-MC*

Biological Activity

Activity Type	# Activity
Kd	1

Activity Type	# Activity
Uncleic Acid	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT317	Uncleic Acid	Nucleic Acid		Kd	>	100000	nM	22257890

Similar Natural Products in NPASS

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

● The left chart: Distribution of similarity level between NPC57436 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	107
0.1-0.2	3859
0.2-0.3	17646
0.3-0.4	7603
0.4-0.5	1461
0.5-0.6	147
0.6-0.7	42
0.7-0.8	19
0.8-0.85	3
0.85-0.9	0
0.9-0.95	1
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC121479
0.9018	High Similarity	NPC94319
0.8208	Intermediate Similarity	NPC56298
0.8208	Intermediate Similarity	NPC471628
0.802	Intermediate Similarity	NPC214376
0.7921	Intermediate Similarity	NPC313552
0.787	Intermediate Similarity	NPC315036
0.7864	Intermediate Similarity	NPC195969
0.7864	Intermediate Similarity	NPC176381
0.767	Intermediate Similarity	NPC43850
0.767	Intermediate Similarity	NPC314408
0.767	Intermediate Similarity	NPC477060
0.767	Intermediate Similarity	NPC123746
0.767	Intermediate Similarity	NPC314007
0.7642	Intermediate Similarity	NPC315334
0.7525	Intermediate Similarity	NPC263058
0.75	Intermediate Similarity	NPC330590
0.7426	Intermediate Similarity	NPC315969
0.7373	Intermediate Similarity	NPC241597
0.7345	Intermediate Similarity	NPC221148
0.72	Intermediate Similarity	NPC68327
0.7075	Intermediate Similarity	NPC306838
0.7063	Intermediate Similarity	NPC75839
0.704	Intermediate Similarity	NPC139857
0.6983	Remote Similarity	NPC189854
0.6983	Remote Similarity	NPC322449
0.6983	Remote Similarity	NPC62845
0.6983	Remote Similarity	NPC92874
0.6983	Remote Similarity	NPC166242
0.6923	Remote Similarity	NPC325900
0.6923	Remote Similarity	NPC10897
0.6897	Remote Similarity	NPC314413
0.6897	Remote Similarity	NPC314398
0.6897	Remote Similarity	NPC239705
0.6893	Remote Similarity	NPC100204
0.6893	Remote Similarity	NPC83248
0.6857	Remote Similarity	NPC165119
0.6757	Remote Similarity	NPC328646
0.6731	Remote Similarity	NPC70574
0.6731	Remote Similarity	NPC318258
0.6697	Remote Similarity	NPC470282
0.6635	Remote Similarity	NPC98750
0.6604	Remote Similarity	NPC271772
0.6604	Remote Similarity	NPC36927
0.656	Remote Similarity	NPC313813
0.6476	Remote Similarity	NPC316807
0.6446	Remote Similarity	NPC59589
0.6385	Remote Similarity	NPC20035
0.6385	Remote Similarity	NPC471262
0.6355	Remote Similarity	NPC471420
0.6349	Remote Similarity	NPC259586
0.6339	Remote Similarity	NPC470284
0.6299	Remote Similarity	NPC222481
0.6299	Remote Similarity	NPC470621
0.6241	Remote Similarity	NPC471263
0.6226	Remote Similarity	NPC314772
0.6226	Remote Similarity	NPC314968
0.6168	Remote Similarity	NPC150557
0.6068	Remote Similarity	NPC470283
0.6048	Remote Similarity	NPC317534
0.604	Remote Similarity	NPC291650
0.604	Remote Similarity	NPC322801
0.604	Remote Similarity	NPC129100
0.6034	Remote Similarity	NPC208537
0.6034	Remote Similarity	NPC270005
0.6	Remote Similarity	NPC471256
0.597	Remote Similarity	NPC471255
0.5865	Remote Similarity	NPC327753
0.5865	Remote Similarity	NPC327486
0.5865	Remote Similarity	NPC223174
0.5841	Remote Similarity	NPC476523
0.5841	Remote Similarity	NPC253975
0.5841	Remote Similarity	NPC125253
0.5841	Remote Similarity	NPC192025
0.5789	Remote Similarity	NPC83839
0.5779	Remote Similarity	NPC477398
0.5755	Remote Similarity	NPC474468
0.5745	Remote Similarity	NPC262050
0.5702	Remote Similarity	NPC313821
0.5692	Remote Similarity	NPC314306
0.5688	Remote Similarity	NPC313762
0.5669	Remote Similarity	NPC315426
0.566	Remote Similarity	NPC476694
0.566	Remote Similarity	NPC476696
0.566	Remote Similarity	NPC476695
0.5643	Remote Similarity	NPC476967

Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

● The left chart: Distribution of similarity level between NPC57436 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	81
0.1-0.2	1271
0.2-0.3	5576
0.3-0.4	1747
0.4-0.5	324
0.5-0.6	105
0.6-0.7	18
0.7-0.8	27
0.8-0.85	7
0.85-0.9	0
0.9-0.95	3
0.95-1	2

Similarity Score	Similarity Level	Drug ID	Developmental Stage
1.0	High Similarity	NPD35	Approved
1.0	High Similarity	NPD4833	Approved
0.9018	High Similarity	NPD4827	Approved
0.9018	High Similarity	NPD4828	Approved
0.9018	High Similarity	NPD4826	Approved
0.8365	Intermediate Similarity	NPD4282	Approved
0.8208	Intermediate Similarity	NPD4836	Approved
0.8208	Intermediate Similarity	NPD4835	Approved
0.8208	Intermediate Similarity	NPD4838	Approved
0.8208	Intermediate Similarity	NPD4837	Approved
0.8165	Intermediate Similarity	NPD5376	Approved
0.802	Intermediate Similarity	NPD2698	Approved
0.7864	Intermediate Similarity	NPD5798	Approved
0.7864	Intermediate Similarity	NPD5794	Approved
0.7864	Intermediate Similarity	NPD5795	Approved
0.7864	Intermediate Similarity	NPD5797	Approved
0.7864	Intermediate Similarity	NPD5796	Clinical (unspecified phase)
0.767	Intermediate Similarity	NPD3203	Approved
0.767	Intermediate Similarity	NPD3201	Approved
0.767	Intermediate Similarity	NPD3208	Approved
0.767	Intermediate Similarity	NPD3209	Approved
0.767	Intermediate Similarity	NPD3202	Approved
0.767	Intermediate Similarity	NPD3207	Approved
0.7607	Intermediate Similarity	NPD3204	Clinical (unspecified phase)
0.7573	Intermediate Similarity	NPD3200	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD5377	Approved
0.75	Intermediate Similarity	NPD5381	Approved
0.75	Intermediate Similarity	NPD5378	Approved
0.7395	Intermediate Similarity	NPD4831	Approved
0.7395	Intermediate Similarity	NPD4830	Approved
0.7395	Intermediate Similarity	NPD4832	Approved
0.7373	Intermediate Similarity	NPD3731	Phase 3
0.7345	Intermediate Similarity	NPD1449	Approved
0.7345	Intermediate Similarity	NPD1450	Approved
0.7177	Intermediate Similarity	NPD6436	Phase 3
0.713	Intermediate Similarity	NPD2700	Approved
0.7063	Intermediate Similarity	NPD591	Approved
0.7063	Intermediate Similarity	NPD577	Phase 3
0.7059	Intermediate Similarity	NPD2690	Discontinued
0.6752	Remote Similarity	NPD8045	Clinical (unspecified phase)
0.6379	Remote Similarity	NPD6428	Approved
0.6364	Remote Similarity	NPD394	Phase 3
0.629	Remote Similarity	NPD8087	Discontinued
0.6231	Remote Similarity	NPD8347	Approved
0.6231	Remote Similarity	NPD8345	Approved
0.6231	Remote Similarity	NPD8346	Approved
0.6226	Remote Similarity	NPD9434	Approved
0.6226	Remote Similarity	NPD9435	Approved
0.6111	Remote Similarity	NPD9429	Discontinued
0.6048	Remote Similarity	NPD8307	Discontinued
0.604	Remote Similarity	NPD9032	Approved
0.604	Remote Similarity	NPD9033	Approved
0.604	Remote Similarity	NPD9031	Approved
0.604	Remote Similarity	NPD373	Approved
0.604	Remote Similarity	NPD374	Approved
0.604	Remote Similarity	NPD9030	Approved
0.6	Remote Similarity	NPD3716	Discontinued
0.592	Remote Similarity	NPD8140	Approved
0.5865	Remote Similarity	NPD9445	Approved
0.5849	Remote Similarity	NPD67	Phase 2
0.5849	Remote Similarity	NPD9034	Approved
0.5841	Remote Similarity	NPD361	Discontinued
0.5827	Remote Similarity	NPD6941	Approved
0.5826	Remote Similarity	NPD4759	Clinical (unspecified phase)
0.575	Remote Similarity	NPD7844	Discontinued
0.5741	Remote Similarity	NPD9407	Approved
0.5702	Remote Similarity	NPD3190	Approved
0.5702	Remote Similarity	NPD3191	Approved
0.5702	Remote Similarity	NPD3189	Approved
0.5692	Remote Similarity	NPD6430	Approved
0.5692	Remote Similarity	NPD6429	Approved
0.5659	Remote Similarity	NPD1804	Phase 2
0.5659	Remote Similarity	NPD1805	Phase 2
0.5625	Remote Similarity	NPD8174	Phase 2

Structure

CID57436 OpenBabel06191715392D 40 42 0 0 1 0 0 0 0 0999 V2000 -1.3849 1.1215 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6407 -5.3138 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4053 -1.6592 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2872 -1.2459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 0.2079 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.6622 -2.3283 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.5686 0.0055 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.7026 -1.4945 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.1759 -3.6666 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.8701 -3.3065 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.5686 -0.9945 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.7026 0.5055 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.1270 -3.9756 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.8366 0.0055 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.8366 -0.9945 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8090 -1.4013 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.9680 -2.6884 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.1045 -0.9945 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.3007 0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 -2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 -0.6581 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.3007 -0.9945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.1667 0.5055 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 -3.9945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 -2.4945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4328 -4.3357 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 0.5055 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 -2.4945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.3564 -1.9682 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2007 -0.8392 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.8212 -3.6155 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 -1.4945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 1.5055 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3349 -4.9537 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 0.5055 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3917 -0.2514 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 -2.7111 -2.0193 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 -1.4945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0169 -2.3794 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 26 1 0 0 0 0 3 29 1 0 0 0 0 4 21 1 0 0 0 0 4 30 1 0 0 0 0 5 21 1 6 0 0 0 5 37 1 0 0 0 0 6 3 1 6 0 0 0 6 10 1 0 0 0 0 6 38 1 0 0 0 0 7 11 1 0 0 0 0 7 12 1 0 0 0 0 7 27 1 6 0 0 0 8 11 1 0 0 0 0 8 15 1 0 0 0 0 8 28 1 6 0 0 0 9 13 1 0 0 0 0 9 17 1 0 0 0 0 9 26 1 1 0 0 0 10 13 1 0 0 0 0 10 31 1 1 0 0 0 11 32 1 1 0 0 0 12 14 1 0 0 0 0 12 33 1 1 0 0 0 13 34 1 6 0 0 0 14 15 1 0 0 0 0 14 35 1 6 0 0 0 15 39 1 1 0 0 0 16 18 1 0 0 0 0 16 21 1 6 0 0 0 16 40 1 0 0 0 0 17 38 1 0 0 0 0 17 40 1 1 0 0 0 18 37 1 0 0 0 0 18 39 1 1 0 0 0 19 22 2 0 0 0 0 19 23 1 0 0 0 0 19 27 1 0 0 0 0 20 24 2 0 0 0 0 20 25 1 0 0 0 0 20 28 1 0 0 0 0 21 36 1 6 0 0 0 M END $$$$

External Identifiers

PubChem CID	439369
ChEMBL	CHEMBL1950576
ZINC

Physicochemical Properties

Molecular Weight:	583.28
ALogP:	-6.1067
MLogP:	1.68
XLogP:	-3.775
# Rotatable Bonds:	23
Polar Surface Area:	334.59
# H-Bond Aceptor:	19
# H-Bond Donor:	15
# Rings:	3
# Heavy Atoms:	40

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Biological Activities
Similar NPs/Drugs