NPASS drugs

Drug Information

Drug ID:	NPD5357
Drug Name:	PPI-2458
Molecular Formula:	C22H36N2O6
Canonical SMILES:	CO[C@@H]1[C@@H](CC[C@@]2([C@H]1[C@@]1(C)O[C@@H]1CC=C(C)C)CO2)OC(=N[C@@H](C(=N)O)C(C)C)O
Standard InCHI:	InChI=1S/C22H36N2O6/c1-12(2)7-8-15-21(5,30-15)18-17(27-6)14(9-10-22(18)11-28-22)29-20(26)24-16(13(3)4)19(23)25/h7,13-18H,8-11H2,1-6H3,(H2,23,25)(H,24,26)/t14-,15-,16-,17-,18-,21+,22+/m1/s1
Standard InCHIKey:	QBDVVYNLLXGUGN-XGTBZJOHSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD5357

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	63
0.1-0.2	473
0.2-0.3	2611
0.3-0.4	13195
0.4-0.5	9542
0.5-0.6	4691
0.6-0.7	314
0.7-0.8	1
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
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
Intermediate Similarity	0.7054	NPC477198
Remote Similarity	0.6789	NPC119379
Remote Similarity	0.6757	NPC475503
Remote Similarity	0.6742	NPC472430
Remote Similarity	0.6696	NPC476021
Remote Similarity	0.6696	NPC474994
Remote Similarity	0.6696	NPC476040
Remote Similarity	0.6667	NPC128066
Remote Similarity	0.6667	NPC472428
Remote Similarity	0.6637	NPC152480
Remote Similarity	0.6637	NPC312325
Remote Similarity	0.6607	NPC189629
Remote Similarity	0.6606	NPC477865
Remote Similarity	0.6606	NPC191323
Remote Similarity	0.6606	NPC477866
Remote Similarity	0.6604	NPC298595
Remote Similarity	0.6604	NPC290731
Remote Similarity	0.6583	NPC29501
Remote Similarity	0.6581	NPC258130
Remote Similarity	0.6577	NPC192066
Remote Similarity	0.6577	NPC23454
Remote Similarity	0.6577	NPC70323
Remote Similarity	0.6577	NPC3568
Remote Similarity	0.6577	NPC17290
Remote Similarity	0.6577	NPC35269
Remote Similarity	0.6577	NPC262312
Remote Similarity	0.6577	NPC256570
Remote Similarity	0.6549	NPC475646
Remote Similarity	0.6509	NPC477199
Remote Similarity	0.6471	NPC181994
Remote Similarity	0.646	NPC210717
Remote Similarity	0.646	NPC8098
Remote Similarity	0.646	NPC45313
Remote Similarity	0.646	NPC103165
Remote Similarity	0.646	NPC183449
Remote Similarity	0.646	NPC197294
Remote Similarity	0.6457	NPC469943
Remote Similarity	0.6455	NPC74672
Remote Similarity	0.6455	NPC242503
Remote Similarity	0.6455	NPC43074
Remote Similarity	0.6455	NPC139782
Remote Similarity	0.6455	NPC209047
Remote Similarity	0.6435	NPC271207
Remote Similarity	0.6435	NPC206711
Remote Similarity	0.6435	NPC324598
Remote Similarity	0.6435	NPC225978
Remote Similarity	0.6435	NPC255175
Remote Similarity	0.6434	NPC237286
Remote Similarity	0.6429	NPC72817
Remote Similarity	0.6429	NPC178949
Remote Similarity	0.6429	NPC477927
Remote Similarity	0.6429	NPC96736
Remote Similarity	0.6408	NPC52755
Remote Similarity	0.6404	NPC236176
Remote Similarity	0.6404	NPC26307
Remote Similarity	0.64	NPC471118
Remote Similarity	0.64	NPC471121
Remote Similarity	0.6396	NPC309898
Remote Similarity	0.6396	NPC182632
Remote Similarity	0.6396	NPC473950
Remote Similarity	0.6396	NPC61894
Remote Similarity	0.6396	NPC186840
Remote Similarity	0.6396	NPC475125
Remote Similarity	0.6396	NPC282705
Remote Similarity	0.6396	NPC91251
Remote Similarity	0.6396	NPC475603
Remote Similarity	0.6396	NPC111567
Remote Similarity	0.6396	NPC15851
Remote Similarity	0.6396	NPC473581
Remote Similarity	0.6396	NPC263545
Remote Similarity	0.6396	NPC473604
Remote Similarity	0.6389	NPC476217
Remote Similarity	0.6387	NPC315426
Remote Similarity	0.6385	NPC204556
Remote Similarity	0.6379	NPC476896
Remote Similarity	0.6378	NPC242692
Remote Similarity	0.6372	NPC469583
Remote Similarity	0.6364	NPC115607
Remote Similarity	0.6364	NPC161560
Remote Similarity	0.6364	NPC97103
Remote Similarity	0.6349	NPC323532
Remote Similarity	0.6333	NPC70235
Remote Similarity	0.633	NPC189777
Remote Similarity	0.6328	NPC472458
Remote Similarity	0.6325	NPC470972
Remote Similarity	0.6324	NPC246209
Remote Similarity	0.632	NPC471120
Remote Similarity	0.632	NPC471117
Remote Similarity	0.6316	NPC90583
Remote Similarity	0.6316	NPC472997
Remote Similarity	0.6316	NPC90814
Remote Similarity	0.6316	NPC472996
Remote Similarity	0.6316	NPC189393
Remote Similarity	0.6316	NPC475472
Remote Similarity	0.6316	NPC472995
Remote Similarity	0.6303	NPC51719
Remote Similarity	0.6303	NPC475918
Remote Similarity	0.6293	NPC16601
Remote Similarity	0.6293	NPC473790
Remote Similarity	0.6293	NPC79303
Remote Similarity	0.6293	NPC271295
Remote Similarity	0.6288	NPC164476
Remote Similarity	0.6288	NPC473549
Remote Similarity	0.6288	NPC121601
Remote Similarity	0.6288	NPC471471
Remote Similarity	0.6286	NPC141669
Remote Similarity	0.6283	NPC156782
Remote Similarity	0.6283	NPC282088
Remote Similarity	0.6283	NPC158445
Remote Similarity	0.6283	NPC305160
Remote Similarity	0.6283	NPC157353
Remote Similarity	0.6283	NPC54961
Remote Similarity	0.6271	NPC474575
Remote Similarity	0.627	NPC9714
Remote Similarity	0.6269	NPC119794
Remote Similarity	0.6269	NPC73829
Remote Similarity	0.6261	NPC261807
Remote Similarity	0.6261	NPC472998
Remote Similarity	0.625	NPC477089
Remote Similarity	0.625	NPC13823
Remote Similarity	0.625	NPC68119
Remote Similarity	0.625	NPC471205
Remote Similarity	0.625	NPC114389
Remote Similarity	0.6239	NPC472554
Remote Similarity	0.6239	NPC255143
Remote Similarity	0.6239	NPC472379
Remote Similarity	0.6239	NPC214315
Remote Similarity	0.6238	NPC476709
Remote Similarity	0.623	NPC472359
Remote Similarity	0.6226	NPC471270
Remote Similarity	0.6222	NPC76999
Remote Similarity	0.6218	NPC194941
Remote Similarity	0.6216	NPC477917
Remote Similarity	0.6207	NPC216260
Remote Similarity	0.6207	NPC5358
Remote Similarity	0.6207	NPC477928
Remote Similarity	0.6207	NPC476895
Remote Similarity	0.6207	NPC477876
Remote Similarity	0.6207	NPC477875
Remote Similarity	0.6204	NPC319238
Remote Similarity	0.6202	NPC20035
Remote Similarity	0.619	NPC296822
Remote Similarity	0.6186	NPC214277
Remote Similarity	0.6186	NPC136816
Remote Similarity	0.6186	NPC472552
Remote Similarity	0.6182	NPC44538
Remote Similarity	0.6182	NPC475087
Remote Similarity	0.6181	NPC36463
Remote Similarity	0.6181	NPC298005
Remote Similarity	0.6176	NPC280941
Remote Similarity	0.6176	NPC235772
Remote Similarity	0.6176	NPC75318
Remote Similarity	0.6168	NPC259858
Remote Similarity	0.6167	NPC474015
Remote Similarity	0.6167	NPC470980
Remote Similarity	0.6161	NPC470832
Remote Similarity	0.6159	NPC476558
Remote Similarity	0.6154	NPC272223
Remote Similarity	0.6154	NPC64348
Remote Similarity	0.6154	NPC476703
Remote Similarity	0.6154	NPC471242
Remote Similarity	0.6148	NPC472901
Remote Similarity	0.614	NPC211238
Remote Similarity	0.614	NPC473314
Remote Similarity	0.6134	NPC55336
Remote Similarity	0.6134	NPC475701
Remote Similarity	0.6134	NPC215988
Remote Similarity	0.6134	NPC165608
Remote Similarity	0.6132	NPC236707
Remote Similarity	0.6132	NPC100697
Remote Similarity	0.6132	NPC471266
Remote Similarity	0.6132	NPC95124
Remote Similarity	0.6131	NPC145899
Remote Similarity	0.6131	NPC243902
Remote Similarity	0.6126	NPC75443
Remote Similarity	0.6126	NPC470260
Remote Similarity	0.6121	NPC240650
Remote Similarity	0.6121	NPC120446
Remote Similarity	0.6121	NPC240372
Remote Similarity	0.6121	NPC473244
Remote Similarity	0.6121	NPC476893
Remote Similarity	0.6117	NPC12696
Remote Similarity	0.6117	NPC36479
Remote Similarity	0.6117	NPC93213
Remote Similarity	0.6116	NPC78034
Remote Similarity	0.6116	NPC122816
Remote Similarity	0.6115	NPC180770
Remote Similarity	0.6111	NPC474333
Remote Similarity	0.6111	NPC477978
Remote Similarity	0.6107	NPC296686
Remote Similarity	0.6106	NPC94127
Remote Similarity	0.6106	NPC302584
Remote Similarity	0.6106	NPC210268
Remote Similarity	0.6106	NPC8729
Remote Similarity	0.6103	NPC477072
Remote Similarity	0.6102	NPC160734
Remote Similarity	0.6102	NPC129372
Remote Similarity	0.6102	NPC4831
Remote Similarity	0.6102	NPC470054
Remote Similarity	0.6102	NPC88000

Drug Structure

NPD5357 OpenBabel08211706322D 33 35 0 0 1 0 0 0 0 0999 V2000 -2.6554 6.1780 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9824 5.7297 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 4.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 3.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3195 0.8824 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 4.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2071 4.5050 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 3.7979 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9483 5.4709 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 3.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 2.7321 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7588 2.8320 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.0000 2.7321 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 2.7321 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.5000 1.8660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.5000 1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 3.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 1.8660 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 5.5000 1.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 2.7321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 4.4641 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 3.5981 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 1.5000 3.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4659 2.1248 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0000 2.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 5.3301 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 12 1 0 0 0 0 3 13 1 0 0 0 0 4 13 1 0 0 0 0 6 27 1 0 0 0 0 7 8 1 0 0 0 0 7 12 2 0 0 0 0 8 15 1 0 0 0 0 9 10 1 0 0 0 0 9 14 1 0 0 0 0 11 22 1 0 0 0 0 11 28 1 0 0 0 0 14 17 1 0 0 0 0 14 29 1 6 0 0 0 15 21 1 6 0 0 0 15 30 1 0 0 0 0 16 13 1 6 0 0 0 16 19 1 0 0 0 0 16 24 1 0 0 0 0 17 18 1 0 0 0 0 17 27 1 6 0 0 0 18 21 1 0 0 0 0 18 22 1 1 0 0 0 19 23 2 0 0 0 0 19 25 1 0 0 0 0 20 24 2 3 0 0 0 20 26 1 0 0 0 0 20 29 1 0 0 0 0 21 5 1 6 0 0 0 21 30 1 0 0 0 0 22 10 1 6 0 0 0 22 28 1 0 0 0 0 23 31 1 0 0 0 0 25 32 1 0 0 0 0 26 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009064
DrugBank	DB05864
ChEMBL	CHEMBL3527358
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6918653
ChEBI
CAS Number

Drug Properties

Molecular Weight	424.26
ALogP	1.6468
MLogP	3
XLogP	2.944
HDA	8
HBD	3
Rotatable Bonds	17
TPSA	120.19
RO5 Violation	0