NPASS drugs

Drug Information

Drug ID:	NPD4713
Drug Name:
Molecular Formula:	C21H29N6O5P
Canonical SMILES:	C[C@H](Cn1cnc2c1ncnc2N)OC[P@](=O)(N[C@H](C(=O)OC(C)C)C)Oc1ccccc1
Standard InCHI:	InChI=1S/C21H29N6O5P/c1-14(2)31-21(28)16(4)26-33(29,32-17-8-6-5-7-9-17)13-30-15(3)10-27-12-25-18-19(22)23-11-24-20(18)27/h5-9,11-12,14-16H,10,13H2,1-4H3,(H,26,29)(H2,22,23,24)/t15-,16+,33-/m1/s1
Standard InCHIKey:	LDEKQSIMHVQZJK-GNGHXOLXSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4713

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	276
0.1-0.2	4694
0.2-0.3	8828
0.3-0.4	13195
0.4-0.5	2776
0.5-0.6	1074
0.6-0.7	41
0.7-0.8	6
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	0.7559	NPC250178
Intermediate Similarity	0.7534	NPC160666
Intermediate Similarity	0.7131	NPC150447
Intermediate Similarity	0.7098	NPC115595
Intermediate Similarity	0.7067	NPC21461
Intermediate Similarity	0.7051	NPC50511
Remote Similarity	0.6933	NPC107160
Remote Similarity	0.6582	NPC295452
Remote Similarity	0.6582	NPC171393
Remote Similarity	0.6538	NPC158055
Remote Similarity	0.6457	NPC242923
Remote Similarity	0.6429	NPC471603
Remote Similarity	0.6422	NPC323244
Remote Similarity	0.6398	NPC313514
Remote Similarity	0.6352	NPC187145
Remote Similarity	0.6314	NPC328924
Remote Similarity	0.6296	NPC280638
Remote Similarity	0.6293	NPC130570
Remote Similarity	0.6261	NPC308906
Remote Similarity	0.6212	NPC469975
Remote Similarity	0.6197	NPC125597
Remote Similarity	0.619	NPC473585
Remote Similarity	0.6175	NPC74619
Remote Similarity	0.6154	NPC317054
Remote Similarity	0.614	NPC472289
Remote Similarity	0.6117	NPC290959
Remote Similarity	0.6116	NPC30540
Remote Similarity	0.6098	NPC325906
Remote Similarity	0.6091	NPC471614
Remote Similarity	0.6082	NPC316756
Remote Similarity	0.6071	NPC103388
Remote Similarity	0.607	NPC120070
Remote Similarity	0.6068	NPC473317
Remote Similarity	0.6049	NPC324484
Remote Similarity	0.6041	NPC39092
Remote Similarity	0.6034	NPC24370
Remote Similarity	0.6034	NPC319232
Remote Similarity	0.603	NPC321814
Remote Similarity	0.6024	NPC472031
Remote Similarity	0.6024	NPC472066
Remote Similarity	0.6024	NPC472067
Remote Similarity	0.6016	NPC314882
Remote Similarity	0.601	NPC150853
Remote Similarity	0.6008	NPC472068
Remote Similarity	0.6	NPC302778
Remote Similarity	0.6	NPC212551
Remote Similarity	0.6	NPC265111
Remote Similarity	0.5993	NPC477633
Remote Similarity	0.5991	NPC316403
Remote Similarity	0.599	NPC239737
Remote Similarity	0.5982	NPC54537
Remote Similarity	0.598	NPC85689
Remote Similarity	0.598	NPC185991
Remote Similarity	0.598	NPC211025
Remote Similarity	0.597	NPC174802
Remote Similarity	0.5951	NPC477796
Remote Similarity	0.5951	NPC477795
Remote Similarity	0.5951	NPC477805
Remote Similarity	0.5951	NPC477806
Remote Similarity	0.595	NPC323752
Remote Similarity	0.5945	NPC63109
Remote Similarity	0.5943	NPC28945
Remote Similarity	0.5941	NPC224076
Remote Similarity	0.594	NPC467439
Remote Similarity	0.5936	NPC56271
Remote Similarity	0.5935	NPC144114
Remote Similarity	0.5933	NPC164664
Remote Similarity	0.5932	NPC17305
Remote Similarity	0.5923	NPC62995
Remote Similarity	0.592	NPC130586
Remote Similarity	0.592	NPC164952
Remote Similarity	0.5917	NPC230805
Remote Similarity	0.5915	NPC315804
Remote Similarity	0.5915	NPC48317
Remote Similarity	0.5915	NPC313804
Remote Similarity	0.5911	NPC226245
Remote Similarity	0.5909	NPC121222
Remote Similarity	0.5905	NPC476688
Remote Similarity	0.5905	NPC105758
Remote Similarity	0.5905	NPC476287
Remote Similarity	0.5905	NPC476686
Remote Similarity	0.59	NPC161224
Remote Similarity	0.5897	NPC12100
Remote Similarity	0.5893	NPC187558
Remote Similarity	0.5891	NPC472834
Remote Similarity	0.5885	NPC278874
Remote Similarity	0.5885	NPC220852
Remote Similarity	0.5875	NPC186351
Remote Similarity	0.5875	NPC244536
Remote Similarity	0.5867	NPC19872
Remote Similarity	0.5865	NPC261595
Remote Similarity	0.5862	NPC472833
Remote Similarity	0.586	NPC477891
Remote Similarity	0.586	NPC161887
Remote Similarity	0.5859	NPC478006
Remote Similarity	0.5854	NPC18308
Remote Similarity	0.5854	NPC472832
Remote Similarity	0.5846	NPC315467
Remote Similarity	0.5845	NPC323091
Remote Similarity	0.5844	NPC113369
Remote Similarity	0.5837	NPC324033
Remote Similarity	0.5837	NPC321458
Remote Similarity	0.5833	NPC470500
Remote Similarity	0.5833	NPC316618
Remote Similarity	0.5826	NPC287208
Remote Similarity	0.5825	NPC296437
Remote Similarity	0.5824	NPC478010
Remote Similarity	0.5824	NPC478009
Remote Similarity	0.5815	NPC5802
Remote Similarity	0.5813	NPC285343
Remote Similarity	0.5812	NPC477979
Remote Similarity	0.5811	NPC477634
Remote Similarity	0.5811	NPC84853
Remote Similarity	0.5806	NPC24589
Remote Similarity	0.5805	NPC197141
Remote Similarity	0.5804	NPC267928
Remote Similarity	0.5802	NPC208060
Remote Similarity	0.5797	NPC25899
Remote Similarity	0.5795	NPC317821
Remote Similarity	0.5794	NPC26679
Remote Similarity	0.5789	NPC157821
Remote Similarity	0.5787	NPC219963
Remote Similarity	0.5787	NPC147983
Remote Similarity	0.5787	NPC177996
Remote Similarity	0.5785	NPC314954
Remote Similarity	0.5782	NPC476518
Remote Similarity	0.5779	NPC309832
Remote Similarity	0.5776	NPC5145
Remote Similarity	0.5776	NPC123839
Remote Similarity	0.5775	NPC326529
Remote Similarity	0.5771	NPC276373
Remote Similarity	0.5769	NPC54744
Remote Similarity	0.5768	NPC132631
Remote Similarity	0.5768	NPC103687
Remote Similarity	0.5766	NPC324149
Remote Similarity	0.5764	NPC475070
Remote Similarity	0.5763	NPC238945
Remote Similarity	0.5758	NPC71238
Remote Similarity	0.5758	NPC476521
Remote Similarity	0.5755	NPC14651
Remote Similarity	0.5755	NPC141053
Remote Similarity	0.5755	NPC121658
Remote Similarity	0.575	NPC64216
Remote Similarity	0.5748	NPC324198
Remote Similarity	0.5748	NPC319100
Remote Similarity	0.5747	NPC314056
Remote Similarity	0.574	NPC198673
Remote Similarity	0.574	NPC106937
Remote Similarity	0.5738	NPC260434
Remote Similarity	0.5736	NPC476528
Remote Similarity	0.5736	NPC476433
Remote Similarity	0.5735	NPC326082
Remote Similarity	0.5734	NPC284678
Remote Similarity	0.5733	NPC208751
Remote Similarity	0.5732	NPC223223
Remote Similarity	0.5729	NPC189068
Remote Similarity	0.5728	NPC195140
Remote Similarity	0.5727	NPC78941
Remote Similarity	0.5727	NPC282458
Remote Similarity	0.5727	NPC254762
Remote Similarity	0.5726	NPC118940
Remote Similarity	0.5726	NPC35761
Remote Similarity	0.5721	NPC245816
Remote Similarity	0.5721	NPC476138
Remote Similarity	0.5714	NPC470266
Remote Similarity	0.5714	NPC136924
Remote Similarity	0.5714	NPC478011
Remote Similarity	0.5714	NPC243850
Remote Similarity	0.5714	NPC266551
Remote Similarity	0.5714	NPC478012
Remote Similarity	0.5708	NPC168911
Remote Similarity	0.5708	NPC20249
Remote Similarity	0.5707	NPC476522
Remote Similarity	0.5707	NPC474986
Remote Similarity	0.5707	NPC476013
Remote Similarity	0.5702	NPC282247
Remote Similarity	0.57	NPC42483
Remote Similarity	0.57	NPC476408
Remote Similarity	0.57	NPC219313
Remote Similarity	0.5697	NPC69843
Remote Similarity	0.5696	NPC472259
Remote Similarity	0.5694	NPC48192
Remote Similarity	0.5694	NPC224632
Remote Similarity	0.5693	NPC314176
Remote Similarity	0.569	NPC266249
Remote Similarity	0.569	NPC472099
Remote Similarity	0.5684	NPC54981
Remote Similarity	0.5682	NPC478013
Remote Similarity	0.568	NPC148889
Remote Similarity	0.5679	NPC304307
Remote Similarity	0.5679	NPC34580
Remote Similarity	0.5679	NPC118559
Remote Similarity	0.5679	NPC124920
Remote Similarity	0.5678	NPC21448
Remote Similarity	0.5678	NPC156461
Remote Similarity	0.5678	NPC107374
Remote Similarity	0.5677	NPC57279
Remote Similarity	0.5674	NPC189261
Remote Similarity	0.5668	NPC182222
Remote Similarity	0.5667	NPC60621

Drug Structure

NPD4713 OpenBabel08211705272D 36 38 0 0 1 0 0 0 0 0999 V2000 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1230 -2.4563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 1 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 5.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2820 -1.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2330 -0.8601 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0741 -2.1473 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3799 -1.7872 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.5388 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 P 0 0 1 0 0 0 0 0 0 0 0 0 7.9762 -1.5292 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.4410 0.1180 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 1 14 1 0 0 0 0 2 14 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 17 2 0 0 0 0 9 17 1 0 0 0 0 10 15 1 0 0 0 0 10 27 1 0 0 0 0 11 23 2 0 0 0 0 11 24 1 0 0 0 0 12 25 2 0 0 0 0 12 27 1 0 0 0 0 13 30 1 0 0 0 0 13 33 1 0 0 0 0 14 31 1 0 0 0 0 15 3 1 1 0 0 0 15 30 1 0 0 0 0 16 4 1 6 0 0 0 16 21 1 0 0 0 0 16 26 1 0 0 0 0 17 32 1 0 0 0 0 18 19 2 0 0 0 0 18 20 1 0 0 0 0 18 25 1 0 0 0 0 19 22 1 0 0 0 0 19 23 1 0 0 0 0 20 24 2 0 0 0 0 20 27 1 0 0 0 0 21 28 2 0 0 0 0 21 31 1 0 0 0 0 22 34 1 0 0 0 0 22 35 1 0 0 0 0 26 33 1 0 0 0 0 26 36 1 0 0 0 0 32 33 1 0 0 0 0 33 29 2 6 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002989
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9574767
ChEBI
CAS Number

Drug Properties

Molecular Weight	476.19
ALogP	-1.7756
MLogP	2.45
XLogP	2.457
HDA	10
HBD	2
Rotatable Bonds	17
TPSA	153.29
RO5 Violation	1