NPASS drugs

Drug Information

Drug ID:	NPD4833
Drug Name:	Dihydrostreptomycin
Molecular Formula:	C21H41N7O12
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
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
Standard InCHIKey:	ASXBYYWOLISCLQ-HZYVHMACSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4833

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	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	2

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	NPC57436
High Similarity	1.0	NPC121479
High Similarity	0.9018	NPC94319
Intermediate Similarity	0.8208	NPC56298
Intermediate Similarity	0.8208	NPC471628
Intermediate Similarity	0.802	NPC214376
Intermediate Similarity	0.7921	NPC313552
Intermediate Similarity	0.787	NPC315036
Intermediate Similarity	0.7864	NPC195969
Intermediate Similarity	0.7864	NPC176381
Intermediate Similarity	0.767	NPC43850
Intermediate Similarity	0.767	NPC314408
Intermediate Similarity	0.767	NPC477060
Intermediate Similarity	0.767	NPC123746
Intermediate Similarity	0.767	NPC314007
Intermediate Similarity	0.7642	NPC315334
Intermediate Similarity	0.7525	NPC263058
Intermediate Similarity	0.75	NPC330590
Intermediate Similarity	0.7426	NPC315969
Intermediate Similarity	0.7373	NPC241597
Intermediate Similarity	0.7345	NPC221148
Intermediate Similarity	0.72	NPC68327
Intermediate Similarity	0.7075	NPC306838
Intermediate Similarity	0.7063	NPC75839
Intermediate Similarity	0.704	NPC139857
Remote Similarity	0.6983	NPC189854
Remote Similarity	0.6983	NPC322449
Remote Similarity	0.6983	NPC62845
Remote Similarity	0.6983	NPC92874
Remote Similarity	0.6983	NPC166242
Remote Similarity	0.6923	NPC325900
Remote Similarity	0.6923	NPC10897
Remote Similarity	0.6897	NPC314413
Remote Similarity	0.6897	NPC314398
Remote Similarity	0.6897	NPC239705
Remote Similarity	0.6893	NPC100204
Remote Similarity	0.6893	NPC83248
Remote Similarity	0.6857	NPC165119
Remote Similarity	0.6757	NPC328646
Remote Similarity	0.6731	NPC70574
Remote Similarity	0.6731	NPC318258
Remote Similarity	0.6697	NPC470282
Remote Similarity	0.6635	NPC98750
Remote Similarity	0.6604	NPC271772
Remote Similarity	0.6604	NPC36927
Remote Similarity	0.656	NPC313813
Remote Similarity	0.6476	NPC316807
Remote Similarity	0.6446	NPC59589
Remote Similarity	0.6385	NPC20035
Remote Similarity	0.6385	NPC471262
Remote Similarity	0.6355	NPC471420
Remote Similarity	0.6349	NPC259586
Remote Similarity	0.6339	NPC470284
Remote Similarity	0.6299	NPC222481
Remote Similarity	0.6299	NPC470621
Remote Similarity	0.6241	NPC471263
Remote Similarity	0.6226	NPC314772
Remote Similarity	0.6226	NPC314968
Remote Similarity	0.6168	NPC150557
Remote Similarity	0.6068	NPC470283
Remote Similarity	0.6048	NPC317534
Remote Similarity	0.604	NPC291650
Remote Similarity	0.604	NPC322801
Remote Similarity	0.604	NPC129100
Remote Similarity	0.6034	NPC208537
Remote Similarity	0.6034	NPC270005
Remote Similarity	0.6	NPC471256
Remote Similarity	0.597	NPC471255
Remote Similarity	0.5865	NPC327753
Remote Similarity	0.5865	NPC327486
Remote Similarity	0.5865	NPC223174
Remote Similarity	0.5841	NPC476523
Remote Similarity	0.5841	NPC253975
Remote Similarity	0.5841	NPC125253
Remote Similarity	0.5841	NPC192025
Remote Similarity	0.5789	NPC83839
Remote Similarity	0.5779	NPC477398
Remote Similarity	0.5755	NPC474468
Remote Similarity	0.5745	NPC262050
Remote Similarity	0.5702	NPC313821
Remote Similarity	0.5692	NPC314306
Remote Similarity	0.5688	NPC313762
Remote Similarity	0.5669	NPC315426
Remote Similarity	0.566	NPC476694
Remote Similarity	0.566	NPC476696
Remote Similarity	0.566	NPC476695
Remote Similarity	0.5643	NPC476967

Drug Structure

NPD4833 OpenBabel08211705272D 57 59 0 0 1 0 0 0 0 0999 V2000 0.0933 -1.7796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 -2.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4563 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.1808 -1.1636 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.3920 2.6483 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.6977 3.0085 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.1808 0.8364 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.0468 -0.6636 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6488 3.3175 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.1840 1.6702 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.0468 0.3364 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.2330 1.3612 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.4898 2.0303 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.5827 0.3364 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3147 0.3364 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.6691 0.7431 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.5509 3.9355 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9965 3.3686 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 -2.8078 4.6046 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.5020 4.2445 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.2044 2.3904 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7396 4.0377 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 1.8364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3430 2.9574 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0454 3.6776 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 -2.6636 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7653 -1.8171 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 -1.1636 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8567 4.2956 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9272 1.0011 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 0.8364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0251 0.3830 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7872 -1.6092 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 3.3147 -0.6636 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4612 1.7213 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 0.8364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0157 5.5828 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7099 5.2227 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2451 3.5754 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1554 2.0814 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6907 3.7287 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5317 5.0158 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 2.3364 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0862 2.2882 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1625 4.6557 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 -3.6636 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0962 -2.5602 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7788 -0.6636 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1136 4.9648 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8782 1.3101 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7788 0.3364 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7682 -0.2861 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1180 -2.3523 0.0000 H 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 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 4 1 1 0 0 0 21 36 1 0 0 0 0 22 41 1 0 0 0 0 23 42 1 0 0 0 0 23 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 27 48 1 0 0 0 0 28 49 1 0 0 0 0 29 50 1 0 0 0 0 30 51 1 0 0 0 0 31 52 1 0 0 0 0 32 53 1 0 0 0 0 33 54 1 0 0 0 0 34 55 1 0 0 0 0 35 56 1 0 0 0 0 36 57 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	583.28
ALogP	-6.1067
MLogP	1.68
XLogP	-3.775
HDA	19
HBD	15
Rotatable Bonds	23
TPSA	334.59
RO5 Violation	3