NPASS drugs

Drug Information

Drug ID:	NPD3731
Drug Name:	Sisomicin
Molecular Formula:	C19H37N5O7
Canonical SMILES:	NCC1=CC[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/C19H37N5O7/c1-19(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/h3,9-18,24-27H,4-7,20-23H2,1-2H3/t9-,10+,11-,12+,13-,14-,15+,16-,17-,18-,19+/m1/s1
Standard InCHIKey:	URWAJWIAIPFPJE-YFMIWBNJSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3731

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	74
0.1-0.2	574
0.2-0.3	7565
0.3-0.4	16731
0.4-0.5	5290
0.5-0.6	603
0.6-0.7	31
0.7-0.8	19
0.8-0.85	2
0.85-0.9	0
0.9-0.95	0
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	NPC241597
Intermediate Similarity	0.8318	NPC471628
Intermediate Similarity	0.8318	NPC56298
Intermediate Similarity	0.7705	NPC20035
Intermediate Similarity	0.7658	NPC315036
Intermediate Similarity	0.7453	NPC43850
Intermediate Similarity	0.7453	NPC477060
Intermediate Similarity	0.7453	NPC314408
Intermediate Similarity	0.7453	NPC123746
Intermediate Similarity	0.7453	NPC314007
Intermediate Similarity	0.7373	NPC121479
Intermediate Similarity	0.7373	NPC57436
Intermediate Similarity	0.7315	NPC195969
Intermediate Similarity	0.7315	NPC176381
Intermediate Similarity	0.7308	NPC263058
Intermediate Similarity	0.729	NPC214376
Intermediate Similarity	0.7212	NPC315969
Intermediate Similarity	0.7196	NPC313552
Intermediate Similarity	0.7143	NPC330590
Intermediate Similarity	0.7117	NPC315334
Intermediate Similarity	0.7107	NPC314306
Intermediate Similarity	0.7009	NPC221148
Remote Similarity	0.6864	NPC55336
Remote Similarity	0.6833	NPC315426
Remote Similarity	0.6744	NPC94319
Remote Similarity	0.6557	NPC319537
Remote Similarity	0.6557	NPC313272
Remote Similarity	0.6542	NPC318258
Remote Similarity	0.6525	NPC315170
Remote Similarity	0.6475	NPC475918
Remote Similarity	0.6429	NPC306838
Remote Similarity	0.6403	NPC297058
Remote Similarity	0.6389	NPC70574
Remote Similarity	0.6372	NPC470282
Remote Similarity	0.6296	NPC98750
Remote Similarity	0.6293	NPC61894
Remote Similarity	0.6293	NPC475603
Remote Similarity	0.6279	NPC313813
Remote Similarity	0.6273	NPC36927
Remote Similarity	0.6273	NPC271772
Remote Similarity	0.6269	NPC296686
Remote Similarity	0.6241	NPC471262
Remote Similarity	0.6239	NPC100204
Remote Similarity	0.6239	NPC83248
Remote Similarity	0.623	NPC477198
Remote Similarity	0.6216	NPC165119
Remote Similarity	0.6131	NPC163783
Remote Similarity	0.6119	NPC469943
Remote Similarity	0.6103	NPC471263
Remote Similarity	0.6036	NPC471420
Remote Similarity	0.6	NPC316807
Remote Similarity	0.6	NPC25455
Remote Similarity	0.6	NPC15249
Remote Similarity	0.5985	NPC315058
Remote Similarity	0.5971	NPC313962
Remote Similarity	0.5957	NPC122819
Remote Similarity	0.5956	NPC471255
Remote Similarity	0.5932	NPC242503
Remote Similarity	0.5932	NPC74672
Remote Similarity	0.5932	NPC139782
Remote Similarity	0.5932	NPC209047
Remote Similarity	0.5932	NPC43074
Remote Similarity	0.5923	NPC1111
Remote Similarity	0.5923	NPC261750
Remote Similarity	0.5917	NPC192066
Remote Similarity	0.5917	NPC70323
Remote Similarity	0.5917	NPC262312
Remote Similarity	0.5917	NPC35269
Remote Similarity	0.5917	NPC17290
Remote Similarity	0.5917	NPC3568
Remote Similarity	0.5917	NPC256570
Remote Similarity	0.5917	NPC23454
Remote Similarity	0.5915	NPC150057
Remote Similarity	0.5915	NPC147753
Remote Similarity	0.5897	NPC470284
Remote Similarity	0.5882	NPC473604
Remote Similarity	0.5882	NPC478138
Remote Similarity	0.5882	NPC111567
Remote Similarity	0.5882	NPC186840
Remote Similarity	0.5882	NPC473581
Remote Similarity	0.5882	NPC263545
Remote Similarity	0.5882	NPC282705
Remote Similarity	0.5882	NPC309898
Remote Similarity	0.5882	NPC182632
Remote Similarity	0.5882	NPC473950
Remote Similarity	0.5882	NPC328646
Remote Similarity	0.5882	NPC15851
Remote Similarity	0.5882	NPC475125
Remote Similarity	0.5868	NPC119225
Remote Similarity	0.5868	NPC476261
Remote Similarity	0.5868	NPC470382
Remote Similarity	0.5868	NPC471635
Remote Similarity	0.5868	NPC25033
Remote Similarity	0.5865	NPC129100
Remote Similarity	0.5865	NPC322801
Remote Similarity	0.5865	NPC291650
Remote Similarity	0.5856	NPC150557
Remote Similarity	0.582	NPC8098
Remote Similarity	0.582	NPC183449
Remote Similarity	0.582	NPC45313
Remote Similarity	0.582	NPC197294
Remote Similarity	0.5806	NPC225978
Remote Similarity	0.5806	NPC206711
Remote Similarity	0.5806	NPC255175
Remote Similarity	0.5806	NPC271207
Remote Similarity	0.5802	NPC60432
Remote Similarity	0.5797	NPC313333
Remote Similarity	0.5797	NPC314451
Remote Similarity	0.5797	NPC313342
Remote Similarity	0.5797	NPC314512
Remote Similarity	0.5797	NPC68327
Remote Similarity	0.5797	NPC75839
Remote Similarity	0.5789	NPC30196
Remote Similarity	0.5789	NPC20072
Remote Similarity	0.5785	NPC54961
Remote Similarity	0.5785	NPC156782
Remote Similarity	0.5785	NPC157353
Remote Similarity	0.5785	NPC158445
Remote Similarity	0.5785	NPC282088
Remote Similarity	0.5781	NPC317534
Remote Similarity	0.5778	NPC67917
Remote Similarity	0.5778	NPC477515
Remote Similarity	0.5778	NPC314268
Remote Similarity	0.5778	NPC313802
Remote Similarity	0.5776	NPC73166
Remote Similarity	0.5775	NPC139585
Remote Similarity	0.5775	NPC475472
Remote Similarity	0.5766	NPC139857
Remote Similarity	0.5764	NPC471256
Remote Similarity	0.5753	NPC287885
Remote Similarity	0.5752	NPC100697
Remote Similarity	0.5746	NPC6531
Remote Similarity	0.5745	NPC315387
Remote Similarity	0.5745	NPC316205
Remote Similarity	0.5734	NPC119794
Remote Similarity	0.5734	NPC73829
Remote Similarity	0.5727	NPC3094
Remote Similarity	0.5714	NPC314282
Remote Similarity	0.5694	NPC76999
Remote Similarity	0.5691	NPC189629
Remote Similarity	0.5676	NPC229655
Remote Similarity	0.5667	NPC69176
Remote Similarity	0.5667	NPC141669
Remote Similarity	0.5667	NPC284625
Remote Similarity	0.5656	NPC470283
Remote Similarity	0.5655	NPC280941
Remote Similarity	0.5655	NPC75318
Remote Similarity	0.5655	NPC235772
Remote Similarity	0.5645	NPC475646
Remote Similarity	0.5625	NPC322449
Remote Similarity	0.5625	NPC477001
Remote Similarity	0.5625	NPC477000
Remote Similarity	0.5625	NPC92874
Remote Similarity	0.5625	NPC189854
Remote Similarity	0.5625	NPC166242
Remote Similarity	0.5625	NPC62845
Remote Similarity	0.562	NPC208537
Remote Similarity	0.562	NPC270005
Remote Similarity	0.5616	NPC145899
Remote Similarity	0.5614	NPC207657
Remote Similarity	0.5612	NPC314629
Remote Similarity	0.5612	NPC315783
Remote Similarity	0.5608	NPC180770
Remote Similarity	0.5606	NPC29501
Remote Similarity	0.5605	NPC476742
Remote Similarity	0.56	NPC475266
Remote Similarity	0.56	NPC475278
Remote Similarity	0.56	NPC304299
Remote Similarity	0.56	NPC247776
Remote Similarity	0.56	NPC309450

Drug Structure

NPD3731 OpenBabel08211703112D 43 45 0 0 1 0 0 0 0 0999 V2000 1.9476 -0.9449 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5416 2.4457 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0832 3.9130 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9304 3.4239 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3888 -0.9783 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3888 3.9130 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8472 -0.4891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2360 3.4239 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9304 2.4457 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.2360 -0.4891 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5416 -0.4891 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.3888 0.9783 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8472 1.4674 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.2360 0.4891 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5416 0.4891 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6944 0.9783 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.0832 1.9565 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 0.9783 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6944 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.3888 4.8913 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.7776 1.9565 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.0832 -0.9783 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6944 -0.9783 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5416 1.4674 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3888 1.9565 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8472 2.4457 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4705 0.5955 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 -4.2360 2.4457 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0832 0.9783 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8472 1.4674 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2360 5.3804 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5416 5.3804 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.7776 0.9783 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.6248 2.4457 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9304 -0.4891 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0832 -1.9565 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6944 -1.9565 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8472 -0.4891 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3888 0.9783 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5416 2.4457 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6944 2.9348 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3743 0.2212 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 24 1 0 0 0 0 3 4 1 0 0 0 0 3 8 2 0 0 0 0 4 9 1 0 0 0 0 5 10 1 0 0 0 0 5 11 1 0 0 0 0 6 8 1 0 0 0 0 6 20 1 0 0 0 0 7 19 1 0 0 0 0 7 28 1 0 0 0 0 8 29 1 0 0 0 0 9 17 1 0 0 0 0 9 21 1 6 0 0 0 10 14 1 0 0 0 0 10 22 1 6 0 0 0 11 15 1 0 0 0 0 11 23 1 6 0 0 0 12 14 1 0 0 0 0 12 15 1 0 0 0 0 12 25 1 6 0 0 0 13 16 1 0 0 0 0 13 18 1 0 0 0 0 13 26 1 6 0 0 0 14 30 1 1 0 0 0 15 31 1 1 0 0 0 16 19 1 1 0 0 0 16 24 1 0 0 0 0 17 29 1 0 0 0 0 17 30 1 6 0 0 0 18 28 1 0 0 0 0 18 31 1 6 0 0 0 19 1 1 6 0 0 0 19 27 1 0 0 0 0 20 32 1 0 0 0 0 20 33 1 0 0 0 0 21 34 1 0 0 0 0 21 35 1 0 0 0 0 22 36 1 0 0 0 0 22 37 1 0 0 0 0 23 38 1 0 0 0 0 23 39 1 0 0 0 0 24 40 1 0 0 0 0 25 41 1 0 0 0 0 26 42 1 0 0 0 0 27 43 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	447.27
ALogP	-5.2874
MLogP	2.23
XLogP	-3.628
HDA	12
HBD	8
Rotatable Bonds	15
TPSA	213.72
RO5 Violation	2