NPASS drugs

Drug Information

Drug ID:	NPD6351
Drug Name:	triciribine prodrug (oral, cancer), TSRL
Molecular Formula:	C25H32N7O8P
Canonical SMILES:	COC(=O)[C@H](C(C)C)NP(=O)(Oc1ccccc1)OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cc2c3c1ncnc3n([nH]c2=N)C
Standard InCHI:	InChI=1S/C25H32N7O8P/c1-13(2)18(25(35)37-4)30-41(36,40-14-8-6-5-7-9-14)38-11-16-19(33)20(34)24(39-16)32-10-15-17-22(27-12-28-23(17)32)31(3)29-21(15)26/h5-10,12-13,16,18-20,24,33-34H,11H2,1-4H3,(H2,26,29)(H,30,36)/t16-,18+,19-,20-,24-,41?/m1/s1
Standard InCHIKey:	NFPRQJKUHPGQRH-AYOYFWBSSA-N
Max Developmental Stage:	Discovery
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6351

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	321
0.1-0.2	2558
0.2-0.3	10219
0.3-0.4	12730
0.4-0.5	3198
0.5-0.6	1743
0.6-0.7	117
0.7-0.8	4
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	0.7605	NPC107160
Intermediate Similarity	0.7458	NPC250178
Intermediate Similarity	0.7366	NPC160666
Intermediate Similarity	0.7224	NPC21461
Remote Similarity	0.6941	NPC222174
Remote Similarity	0.6932	NPC158055
Remote Similarity	0.6923	NPC314882
Remote Similarity	0.6818	NPC150447
Remote Similarity	0.6815	NPC125597
Remote Similarity	0.6791	NPC315467
Remote Similarity	0.676	NPC244536
Remote Similarity	0.6755	NPC478006
Remote Similarity	0.6707	NPC130570
Remote Similarity	0.6705	NPC171393
Remote Similarity	0.6705	NPC295452
Remote Similarity	0.6704	NPC478009
Remote Similarity	0.6704	NPC478010
Remote Similarity	0.6697	NPC125659
Remote Similarity	0.6697	NPC168702
Remote Similarity	0.6694	NPC473317
Remote Similarity	0.6667	NPC477633
Remote Similarity	0.663	NPC314056
Remote Similarity	0.6615	NPC28945
Remote Similarity	0.6592	NPC319456
Remote Similarity	0.6582	NPC478011
Remote Similarity	0.6582	NPC478012
Remote Similarity	0.6558	NPC314176
Remote Similarity	0.6557	NPC478013
Remote Similarity	0.6502	NPC33382
Remote Similarity	0.6498	NPC220852
Remote Similarity	0.6498	NPC477634
Remote Similarity	0.6486	NPC285343
Remote Similarity	0.6459	NPC89987
Remote Similarity	0.6459	NPC328924
Remote Similarity	0.6453	NPC472289
Remote Similarity	0.6452	NPC313640
Remote Similarity	0.6443	NPC64216
Remote Similarity	0.6431	NPC323244
Remote Similarity	0.642	NPC12944
Remote Similarity	0.642	NPC25442
Remote Similarity	0.6414	NPC315804
Remote Similarity	0.6414	NPC313804
Remote Similarity	0.6387	NPC20593
Remote Similarity	0.6375	NPC314270
Remote Similarity	0.6371	NPC323752
Remote Similarity	0.6367	NPC156044
Remote Similarity	0.6367	NPC316403
Remote Similarity	0.6328	NPC319232
Remote Similarity	0.6328	NPC24370
Remote Similarity	0.6324	NPC74619
Remote Similarity	0.6311	NPC103388
Remote Similarity	0.6306	NPC477630
Remote Similarity	0.6306	NPC477635
Remote Similarity	0.6305	NPC471603
Remote Similarity	0.6305	NPC111732
Remote Similarity	0.6281	NPC474767
Remote Similarity	0.628	NPC54744
Remote Similarity	0.6278	NPC138018
Remote Similarity	0.6255	NPC79223
Remote Similarity	0.6245	NPC182814
Remote Similarity	0.624	NPC186351
Remote Similarity	0.624	NPC59033
Remote Similarity	0.623	NPC32451
Remote Similarity	0.6204	NPC476874
Remote Similarity	0.6204	NPC193761
Remote Similarity	0.6204	NPC472436
Remote Similarity	0.6202	NPC103687
Remote Similarity	0.6202	NPC132631
Remote Similarity	0.62	NPC320968
Remote Similarity	0.6198	NPC329024
Remote Similarity	0.6192	NPC326363
Remote Similarity	0.6192	NPC127647
Remote Similarity	0.6192	NPC69843
Remote Similarity	0.6181	NPC281049
Remote Similarity	0.6176	NPC75544
Remote Similarity	0.6173	NPC317672
Remote Similarity	0.6173	NPC320748
Remote Similarity	0.6173	NPC324245
Remote Similarity	0.6163	NPC328559
Remote Similarity	0.616	NPC325976
Remote Similarity	0.6157	NPC48317
Remote Similarity	0.6154	NPC317010
Remote Similarity	0.6148	NPC50997
Remote Similarity	0.6148	NPC160127
Remote Similarity	0.6142	NPC238945
Remote Similarity	0.6135	NPC242923
Remote Similarity	0.6134	NPC328798
Remote Similarity	0.6125	NPC51854
Remote Similarity	0.6122	NPC180504
Remote Similarity	0.6119	NPC477806
Remote Similarity	0.6119	NPC477795
Remote Similarity	0.6119	NPC477796
Remote Similarity	0.6119	NPC477805
Remote Similarity	0.6119	NPC75179
Remote Similarity	0.6118	NPC318020
Remote Similarity	0.6109	NPC63109
Remote Similarity	0.6103	NPC56271
Remote Similarity	0.6102	NPC325093
Remote Similarity	0.6098	NPC54537
Remote Similarity	0.6097	NPC472434
Remote Similarity	0.6095	NPC472435
Remote Similarity	0.6089	NPC9729
Remote Similarity	0.6082	NPC39092
Remote Similarity	0.6069	NPC116622
Remote Similarity	0.6067	NPC313514
Remote Similarity	0.6067	NPC325775
Remote Similarity	0.6066	NPC472031
Remote Similarity	0.6066	NPC472066
Remote Similarity	0.6066	NPC472067
Remote Similarity	0.6063	NPC478157
Remote Similarity	0.6061	NPC256828
Remote Similarity	0.6052	NPC472068
Remote Similarity	0.605	NPC62510
Remote Similarity	0.6045	NPC81175
Remote Similarity	0.6038	NPC223223
Remote Similarity	0.6034	NPC322043
Remote Similarity	0.6034	NPC327373
Remote Similarity	0.6031	NPC308906
Remote Similarity	0.6022	NPC153400
Remote Similarity	0.6007	NPC471614
Remote Similarity	0.6	NPC50511
Remote Similarity	0.5992	NPC469589
Remote Similarity	0.5992	NPC478158
Remote Similarity	0.5992	NPC476492
Remote Similarity	0.5984	NPC75634
Remote Similarity	0.5977	NPC62995
Remote Similarity	0.597	NPC33949
Remote Similarity	0.5967	NPC471448
Remote Similarity	0.5965	NPC321393
Remote Similarity	0.5961	NPC229348
Remote Similarity	0.596	NPC473376
Remote Similarity	0.5959	NPC292361
Remote Similarity	0.5957	NPC474217
Remote Similarity	0.5953	NPC472285
Remote Similarity	0.5952	NPC314957
Remote Similarity	0.5947	NPC115595
Remote Similarity	0.5944	NPC321939
Remote Similarity	0.5943	NPC106937
Remote Similarity	0.5941	NPC316224
Remote Similarity	0.5935	NPC156704
Remote Similarity	0.5934	NPC471891
Remote Similarity	0.5931	NPC471178
Remote Similarity	0.593	NPC469594
Remote Similarity	0.5925	NPC475969
Remote Similarity	0.5925	NPC300114
Remote Similarity	0.5925	NPC475859
Remote Similarity	0.5914	NPC477110
Remote Similarity	0.5914	NPC288349
Remote Similarity	0.5913	NPC88008
Remote Similarity	0.5913	NPC71079
Remote Similarity	0.5911	NPC41679
Remote Similarity	0.5911	NPC149708
Remote Similarity	0.5911	NPC30540
Remote Similarity	0.5909	NPC314954
Remote Similarity	0.5907	NPC472555
Remote Similarity	0.5906	NPC5145
Remote Similarity	0.5902	NPC54803
Remote Similarity	0.5902	NPC321592
Remote Similarity	0.59	NPC477911
Remote Similarity	0.5898	NPC469592
Remote Similarity	0.5898	NPC282247
Remote Similarity	0.5898	NPC317752
Remote Similarity	0.5898	NPC471080
Remote Similarity	0.5889	NPC476465
Remote Similarity	0.5887	NPC322135
Remote Similarity	0.5887	NPC477175
Remote Similarity	0.5887	NPC223409
Remote Similarity	0.5887	NPC470730
Remote Similarity	0.5887	NPC211187
Remote Similarity	0.5887	NPC95240
Remote Similarity	0.588	NPC323198
Remote Similarity	0.588	NPC155143
Remote Similarity	0.5874	NPC15801
Remote Similarity	0.5874	NPC184680
Remote Similarity	0.5874	NPC184225
Remote Similarity	0.5873	NPC472111
Remote Similarity	0.5871	NPC6215
Remote Similarity	0.5871	NPC110151
Remote Similarity	0.587	NPC208751
Remote Similarity	0.5867	NPC99891
Remote Similarity	0.5863	NPC45459
Remote Similarity	0.5863	NPC315491
Remote Similarity	0.5862	NPC85918
Remote Similarity	0.5859	NPC472098
Remote Similarity	0.5859	NPC292517
Remote Similarity	0.5859	NPC318299
Remote Similarity	0.5858	NPC327769
Remote Similarity	0.5852	NPC470785
Remote Similarity	0.5851	NPC328928
Remote Similarity	0.585	NPC323927
Remote Similarity	0.5849	NPC100547
Remote Similarity	0.5846	NPC52254
Remote Similarity	0.5844	NPC59779
Remote Similarity	0.5844	NPC471177
Remote Similarity	0.5844	NPC230805
Remote Similarity	0.5844	NPC124542
Remote Similarity	0.5843	NPC165743
Remote Similarity	0.584	NPC475506
Remote Similarity	0.5837	NPC127730
Remote Similarity	0.5837	NPC278366

Drug Structure

NPD6351 OpenBabel08211709092D 46 50 0 0 1 0 0 0 0 0999 V2000 -0.3693 1.5170 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1014 1.5170 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2999 -5.8381 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9674 5.0170 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9608 4.0170 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0948 4.5170 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9608 3.0170 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2287 4.0170 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0948 2.5170 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9783 -2.8274 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4967 1.2850 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3250 -3.0183 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2354 2.0170 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2287 3.0170 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5716 -3.7409 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0033 0.4190 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.4229 -3.6364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2354 3.0170 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9978 0.3144 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.2057 -0.6637 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.6445 -4.5508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1661 -4.3055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6308 -2.6582 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3397 -1.1637 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.1014 3.5170 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5807 -4.9021 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.1171 -3.9965 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.5819 -2.3492 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0568 -5.1127 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.3693 3.5170 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.7490 -5.0035 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.2352 -2.1582 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6670 1.0576 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1193 -1.0704 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9674 3.0170 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9967 3.8831 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1014 4.5170 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0033 2.1510 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4034 -0.4946 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3627 2.5170 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4967 3.0170 0.0000 P 0 0 3 0 0 0 0 0 0 0 0 0 -1.7445 -5.8886 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3658 -6.0637 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3693 4.5170 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3579 2.0086 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9283 -0.4827 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 13 1 0 0 0 0 3 31 1 0 0 0 0 4 37 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 9 2 0 0 0 0 8 14 2 0 0 0 0 9 14 1 0 0 0 0 10 15 2 0 0 0 0 10 32 1 0 0 0 0 11 38 1 0 0 0 0 12 27 2 0 0 0 0 12 28 1 0 0 0 0 14 40 1 0 0 0 0 15 17 1 0 0 0 0 15 21 1 0 0 0 0 16 11 1 1 0 0 0 16 19 1 0 0 0 0 16 39 1 0 0 0 0 17 22 2 0 0 0 0 17 23 1 0 0 0 0 18 13 1 1 0 0 0 18 25 1 0 0 0 0 18 30 1 0 0 0 0 19 20 1 0 0 0 0 19 33 1 6 0 0 0 20 24 1 0 0 0 0 20 34 1 6 0 0 0 21 26 2 0 0 0 0 21 29 1 0 0 0 0 22 27 1 0 0 0 0 22 31 1 0 0 0 0 23 28 2 0 0 0 0 23 32 1 0 0 0 0 24 32 1 1 0 0 0 24 39 1 0 0 0 0 25 35 2 0 0 0 0 25 37 1 0 0 0 0 26 42 1 0 0 0 0 29 31 1 0 0 0 0 29 43 1 0 0 0 0 30 41 1 0 0 0 0 30 44 1 0 0 0 0 33 45 1 0 0 0 0 34 46 1 0 0 0 0 36 41 2 0 0 0 0 38 41 1 0 0 0 0 40 41 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010719
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	589.20
ALogP	-1.6454
MLogP	2.45
XLogP	1.325
HDA	14
HBD	5
Rotatable Bonds	17
TPSA	203.19
RO5 Violation	2