NPASS drugs

Drug Information

Drug ID:	NPD5376
Drug Name:
Molecular Formula:	C22H43N5O12
Canonical SMILES:	NC[C@H]1OC(O[C@@H]2[C@@H](N)C[C@H]([C@@H]([C@H]2O)OC2OC[C@]([C@@H]([C@H]2O)NC)(C)O)N=C([C@H](CN)O)O)[C@@H]([C@H]([C@@H]1O)O)O
Standard InCHI:	InChI=1S/C22H43N5O12/c1-22(35)6-36-20(15(33)18(22)26-2)39-17-8(27-19(34)9(28)4-23)3-7(25)16(14(17)32)38-21-13(31)12(30)11(29)10(5-24)37-21/h7-18,20-21,26,28-33,35H,3-6,23-25H2,1-2H3,(H,27,34)/t7-,8+,9-,10+,11+,12-,13+,14-,15+,16+,17-,18+,20?,21?,22-/m0/s1
Standard InCHIKey:	UDIIBEDMEYAVNG-CORWDWJASA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5376

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	105
0.1-0.2	3262
0.2-0.3	17420
0.3-0.4	7897
0.4-0.5	1848
0.5-0.6	273
0.6-0.7	54
0.7-0.8	18
0.8-0.85	9
0.85-0.9	1
0.9-0.95	3
0.95-1	0

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	0.9091	NPC471628
High Similarity	0.9091	NPC56298
High Similarity	0.9072	NPC330590
High Similarity	0.8529	NPC315036
Intermediate Similarity	0.8351	NPC43850
Intermediate Similarity	0.8351	NPC314408
Intermediate Similarity	0.8351	NPC477060
Intermediate Similarity	0.8351	NPC123746
Intermediate Similarity	0.8351	NPC314007
Intermediate Similarity	0.8182	NPC176381
Intermediate Similarity	0.8182	NPC195969
Intermediate Similarity	0.8165	NPC57436
Intermediate Similarity	0.8165	NPC121479
Intermediate Similarity	0.798	NPC214376
Intermediate Similarity	0.7946	NPC241597
Intermediate Similarity	0.7941	NPC315334
Intermediate Similarity	0.7879	NPC313552
Intermediate Similarity	0.7835	NPC263058
Intermediate Similarity	0.7732	NPC315969
Intermediate Similarity	0.7615	NPC221148
Intermediate Similarity	0.7423	NPC316807
Intermediate Similarity	0.7417	NPC94319
Intermediate Similarity	0.7347	NPC318258
Intermediate Similarity	0.7212	NPC470284
Intermediate Similarity	0.7184	NPC306838
Intermediate Similarity	0.7172	NPC70574
Intermediate Similarity	0.7115	NPC470282
Intermediate Similarity	0.7071	NPC98750
Intermediate Similarity	0.703	NPC36927
Intermediate Similarity	0.703	NPC271772
Intermediate Similarity	0.7009	NPC328646
Remote Similarity	0.699	NPC476523
Remote Similarity	0.6881	NPC470283
Remote Similarity	0.6852	NPC270005
Remote Similarity	0.6852	NPC208537
Remote Similarity	0.6832	NPC100204
Remote Similarity	0.6832	NPC83248
Remote Similarity	0.6796	NPC165119
Remote Similarity	0.6765	NPC471420
Remote Similarity	0.6667	NPC59589
Remote Similarity	0.6639	NPC313813
Remote Similarity	0.6638	NPC166242
Remote Similarity	0.6638	NPC322449
Remote Similarity	0.6638	NPC92874
Remote Similarity	0.6638	NPC189854
Remote Similarity	0.6638	NPC62845
Remote Similarity	0.6598	NPC327486
Remote Similarity	0.6598	NPC223174
Remote Similarity	0.6598	NPC327753
Remote Similarity	0.6587	NPC20035
Remote Similarity	0.6581	NPC325900
Remote Similarity	0.6581	NPC10897
Remote Similarity	0.6569	NPC150557
Remote Similarity	0.6552	NPC314413
Remote Similarity	0.6552	NPC314398
Remote Similarity	0.6552	NPC239705
Remote Similarity	0.6484	NPC68327
Remote Similarity	0.6357	NPC75839
Remote Similarity	0.6328	NPC139857
Remote Similarity	0.6293	NPC271207
Remote Similarity	0.6293	NPC206711
Remote Similarity	0.6293	NPC255175
Remote Similarity	0.6293	NPC225978
Remote Similarity	0.6289	NPC129100
Remote Similarity	0.6289	NPC291650
Remote Similarity	0.6289	NPC322801
Remote Similarity	0.6271	NPC55336
Remote Similarity	0.625	NPC317534
Remote Similarity	0.625	NPC315426
Remote Similarity	0.6239	NPC42320
Remote Similarity	0.6239	NPC188453
Remote Similarity	0.6174	NPC189629
Remote Similarity	0.6167	NPC475918
Remote Similarity	0.6154	NPC314772
Remote Similarity	0.6154	NPC314968
Remote Similarity	0.6129	NPC314306
Remote Similarity	0.6106	NPC475603
Remote Similarity	0.6106	NPC61894
Remote Similarity	0.6055	NPC253975
Remote Similarity	0.6055	NPC125253
Remote Similarity	0.6055	NPC192025
Remote Similarity	0.605	NPC477198
Remote Similarity	0.6034	NPC313821
Remote Similarity	0.6032	NPC259586
Remote Similarity	0.6	NPC83839
Remote Similarity	0.5984	NPC470621
Remote Similarity	0.5984	NPC222481
Remote Similarity	0.5882	NPC476694
Remote Similarity	0.5882	NPC476696
Remote Similarity	0.5882	NPC476695
Remote Similarity	0.5846	NPC477237
Remote Similarity	0.5797	NPC262050
Remote Similarity	0.5785	NPC227622
Remote Similarity	0.5766	NPC313657
Remote Similarity	0.5758	NPC477238
Remote Similarity	0.5758	NPC41429
Remote Similarity	0.5755	NPC313762
Remote Similarity	0.5726	NPC256570
Remote Similarity	0.5726	NPC17290
Remote Similarity	0.5726	NPC23454
Remote Similarity	0.5726	NPC70323
Remote Similarity	0.5726	NPC35269
Remote Similarity	0.5726	NPC3568
Remote Similarity	0.5726	NPC192066
Remote Similarity	0.5726	NPC262312
Remote Similarity	0.57	NPC315980
Remote Similarity	0.569	NPC309898
Remote Similarity	0.569	NPC186840
Remote Similarity	0.569	NPC282705
Remote Similarity	0.569	NPC15851
Remote Similarity	0.569	NPC473581
Remote Similarity	0.569	NPC473604
Remote Similarity	0.569	NPC475125
Remote Similarity	0.569	NPC111567
Remote Similarity	0.569	NPC263545
Remote Similarity	0.569	NPC182632
Remote Similarity	0.569	NPC473950
Remote Similarity	0.5688	NPC314466
Remote Similarity	0.5686	NPC268922
Remote Similarity	0.5682	NPC305261
Remote Similarity	0.5673	NPC474468
Remote Similarity	0.566	NPC244539
Remote Similarity	0.563	NPC183449
Remote Similarity	0.563	NPC8098
Remote Similarity	0.563	NPC197294
Remote Similarity	0.563	NPC45313
Remote Similarity	0.5603	NPC74672
Remote Similarity	0.5603	NPC139782
Remote Similarity	0.5603	NPC43074
Remote Similarity	0.5603	NPC209047
Remote Similarity	0.5603	NPC242503
Remote Similarity	0.56	NPC137453

Drug Structure

NPD5376 OpenBabel08211706322D 54 56 0 0 1 0 0 0 0 0999 V2000 -6.1621 2.7412 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 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 -5.1962 2.0000 0.0000 C 0 0 0 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 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 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 0.0000 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 2 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.3301 3.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 3 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 -6.9282 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 4.5000 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 -6.9282 -0.0000 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 2.5981 -1.5000 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 -0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0656 3.9914 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 0.0000 -0.0000 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 -2.5981 1.5000 0.0000 O 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 -7.7942 1.5000 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 -3.4641 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 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 1.7321 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 4.5000 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 -5.8590 4.6002 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 26 1 0 0 0 0 3 7 1 0 0 0 0 3 8 1 0 0 0 0 4 23 1 0 0 0 0 5 24 1 0 0 0 0 6 22 1 0 0 0 0 6 36 1 0 0 0 0 7 16 1 0 0 0 0 7 25 1 1 0 0 0 8 17 1 0 0 0 0 8 27 1 1 0 0 0 9 4 1 1 0 0 0 9 19 1 0 0 0 0 9 28 1 0 0 0 0 10 5 1 6 0 0 0 10 11 1 0 0 0 0 10 37 1 0 0 0 0 11 12 1 0 0 0 0 11 29 1 1 0 0 0 12 13 1 0 0 0 0 12 30 1 6 0 0 0 13 21 1 0 0 0 0 13 31 1 1 0 0 0 14 16 1 0 0 0 0 14 17 1 0 0 0 0 14 32 1 1 0 0 0 15 18 1 0 0 0 0 15 20 1 0 0 0 0 15 33 1 1 0 0 0 16 38 1 6 0 0 0 17 39 1 6 0 0 0 18 22 1 6 0 0 0 18 26 1 0 0 0 0 19 27 2 3 0 0 0 19 34 1 0 0 0 0 20 36 1 0 0 0 0 20 39 1 0 0 0 0 21 37 1 0 0 0 0 21 38 1 0 0 0 0 22 1 1 1 0 0 0 22 35 1 0 0 0 0 23 40 1 0 0 0 0 23 41 1 0 0 0 0 24 42 1 0 0 0 0 24 43 1 0 0 0 0 25 44 1 0 0 0 0 25 45 1 0 0 0 0 26 46 1 0 0 0 0 28 47 1 0 0 0 0 29 48 1 0 0 0 0 30 49 1 0 0 0 0 31 50 1 0 0 0 0 32 51 1 0 0 0 0 33 52 1 0 0 0 0 34 53 1 0 0 0 0 35 54 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001489
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	456297
ChEBI
CAS Number

Drug Properties

Molecular Weight	569.29
ALogP	-7.1457
MLogP	2.01
XLogP	-5.386
HDA	17
HBD	12
Rotatable Bonds	22
TPSA	301.21
RO5 Violation	2