NPASS drugs

Drug Information

Drug ID:	NPD8258
Drug Name:
Molecular Formula:	C40H50N8O6
Canonical SMILES:	COC(=NC(C(=O)N1CCC[C@H]1c1ncc([nH]1)c1ccc(cc1)c1ccc(cc1)c1cnc([nH]1)[C@@H]1CCCN1C(=O)C(C(C)C)N=C(OC)O)C(C)C)O
Standard InCHI:	InChI=1S/C40H50N8O6/c1-23(2)33(45-39(51)53-5)37(49)47-19-7-9-31(47)35-41-21-29(43-35)27-15-11-25(12-16-27)26-13-17-28(18-14-26)30-22-42-36(44-30)32-10-8-20-48(32)38(50)34(24(3)4)46-40(52)54-6/h11-18,21-24,31-34H,7-10,19-20H2,1-6H3,(H,41,43)(H,42,44)(H,45,51)(H,46,52)/t31-,32-,33?,34?/m0/s1
Standard InCHIKey:	FKRSSPOQAMALKA-URRMOVRVSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8258

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	374
0.1-0.2	3320
0.2-0.3	18012
0.3-0.4	5421
0.4-0.5	1579
0.5-0.6	1493
0.6-0.7	624
0.7-0.8	66
0.8-0.85	1
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	0.8458	NPC69843
Intermediate Similarity	0.7793	NPC54981
Intermediate Similarity	0.7696	NPC238945
Intermediate Similarity	0.7696	NPC267811
Intermediate Similarity	0.7653	NPC71238
Intermediate Similarity	0.7606	NPC54420
Intermediate Similarity	0.7594	NPC473376
Intermediate Similarity	0.756	NPC171317
Intermediate Similarity	0.7546	NPC320968
Intermediate Similarity	0.7535	NPC107077
Intermediate Similarity	0.7535	NPC223791
Intermediate Similarity	0.7535	NPC162860
Intermediate Similarity	0.7512	NPC16659
Intermediate Similarity	0.7477	NPC54744
Intermediate Similarity	0.7477	NPC282247
Intermediate Similarity	0.7463	NPC265710
Intermediate Similarity	0.7427	NPC213629
Intermediate Similarity	0.7415	NPC94752
Intermediate Similarity	0.7413	NPC473380
Intermediate Similarity	0.7413	NPC240088
Intermediate Similarity	0.7407	NPC116555
Intermediate Similarity	0.74	NPC317054
Intermediate Similarity	0.7352	NPC75634
Intermediate Similarity	0.7352	NPC477633
Intermediate Similarity	0.7311	NPC473640
Intermediate Similarity	0.7294	NPC478158
Intermediate Similarity	0.729	NPC475506
Intermediate Similarity	0.7277	NPC100321
Intermediate Similarity	0.7261	NPC935
Intermediate Similarity	0.7261	NPC267078
Intermediate Similarity	0.7256	NPC155143
Intermediate Similarity	0.7253	NPC478029
Intermediate Similarity	0.7252	NPC470731
Intermediate Similarity	0.7252	NPC470732
Intermediate Similarity	0.7241	NPC478028
Intermediate Similarity	0.7229	NPC474357
Intermediate Similarity	0.7217	NPC470323
Intermediate Similarity	0.7207	NPC478157
Intermediate Similarity	0.7198	NPC99939
Intermediate Similarity	0.7198	NPC308931
Intermediate Similarity	0.7196	NPC293917
Intermediate Similarity	0.7195	NPC110602
Intermediate Similarity	0.7195	NPC75726
Intermediate Similarity	0.7195	NPC31385
Intermediate Similarity	0.7188	NPC477714
Intermediate Similarity	0.7181	NPC64216
Intermediate Similarity	0.7172	NPC470203
Intermediate Similarity	0.7162	NPC323244
Intermediate Similarity	0.715	NPC228835
Intermediate Similarity	0.7137	NPC155444
Intermediate Similarity	0.7129	NPC17059
Intermediate Similarity	0.7122	NPC11126
Intermediate Similarity	0.7121	NPC470204
Intermediate Similarity	0.707	NPC474389
Intermediate Similarity	0.7067	NPC477715
Intermediate Similarity	0.7064	NPC317701
Intermediate Similarity	0.7056	NPC191382
Intermediate Similarity	0.7056	NPC156003
Intermediate Similarity	0.7056	NPC56109
Intermediate Similarity	0.7051	NPC469308
Intermediate Similarity	0.7039	NPC89987
Intermediate Similarity	0.7039	NPC328924
Intermediate Similarity	0.7024	NPC280852
Intermediate Similarity	0.7014	NPC321708
Intermediate Similarity	0.701	NPC114209
Intermediate Similarity	0.7	NPC19170
Intermediate Similarity	0.7	NPC476527
Remote Similarity	0.6985	NPC135141
Remote Similarity	0.6985	NPC92796
Remote Similarity	0.6963	NPC188821
Remote Similarity	0.6963	NPC474180
Remote Similarity	0.696	NPC281049
Remote Similarity	0.6946	NPC295452
Remote Similarity	0.6946	NPC171393
Remote Similarity	0.6941	NPC193761
Remote Similarity	0.6939	NPC53947
Remote Similarity	0.6935	NPC216643
Remote Similarity	0.6923	NPC475969
Remote Similarity	0.6923	NPC474877
Remote Similarity	0.6923	NPC475859
Remote Similarity	0.6913	NPC327095
Remote Similarity	0.6913	NPC312942
Remote Similarity	0.691	NPC297862
Remote Similarity	0.6907	NPC325976
Remote Similarity	0.6897	NPC49217
Remote Similarity	0.6889	NPC471603
Remote Similarity	0.6889	NPC153980
Remote Similarity	0.6889	NPC6865
Remote Similarity	0.6883	NPC40455
Remote Similarity	0.6883	NPC63109
Remote Similarity	0.688	NPC477175
Remote Similarity	0.688	NPC477176
Remote Similarity	0.688	NPC470729
Remote Similarity	0.688	NPC470730
Remote Similarity	0.6869	NPC476460
Remote Similarity	0.6866	NPC122141
Remote Similarity	0.6864	NPC63279
Remote Similarity	0.6851	NPC477177
Remote Similarity	0.6846	NPC477109
Remote Similarity	0.6846	NPC477107
Remote Similarity	0.6846	NPC477108
Remote Similarity	0.6845	NPC161861
Remote Similarity	0.6844	NPC72956
Remote Similarity	0.6842	NPC91179
Remote Similarity	0.684	NPC253987
Remote Similarity	0.6835	NPC297642
Remote Similarity	0.6827	NPC59269
Remote Similarity	0.6822	NPC165743
Remote Similarity	0.6816	NPC300238
Remote Similarity	0.6814	NPC471194
Remote Similarity	0.6814	NPC471193
Remote Similarity	0.6812	NPC469938
Remote Similarity	0.681	NPC476817
Remote Similarity	0.6805	NPC201831
Remote Similarity	0.6805	NPC17487
Remote Similarity	0.6804	NPC42483
Remote Similarity	0.6802	NPC282531
Remote Similarity	0.6798	NPC317105
Remote Similarity	0.6798	NPC471192
Remote Similarity	0.6797	NPC474896
Remote Similarity	0.6797	NPC473317
Remote Similarity	0.6795	NPC476491
Remote Similarity	0.6792	NPC280290
Remote Similarity	0.6791	NPC473763
Remote Similarity	0.6791	NPC117244
Remote Similarity	0.6791	NPC210123
Remote Similarity	0.6787	NPC476874
Remote Similarity	0.6786	NPC242872
Remote Similarity	0.6786	NPC263117
Remote Similarity	0.6786	NPC288838
Remote Similarity	0.6786	NPC125181
Remote Similarity	0.6784	NPC325903
Remote Similarity	0.6781	NPC125597
Remote Similarity	0.6778	NPC28945
Remote Similarity	0.6777	NPC270834
Remote Similarity	0.6774	NPC294693
Remote Similarity	0.677	NPC477634
Remote Similarity	0.6767	NPC31097
Remote Similarity	0.6763	NPC314603
Remote Similarity	0.6751	NPC201380
Remote Similarity	0.6751	NPC179787
Remote Similarity	0.6742	NPC300183
Remote Similarity	0.6737	NPC326363
Remote Similarity	0.6732	NPC160105
Remote Similarity	0.673	NPC307191
Remote Similarity	0.6728	NPC326422
Remote Similarity	0.6727	NPC201266
Remote Similarity	0.6727	NPC268744
Remote Similarity	0.6727	NPC474318
Remote Similarity	0.6727	NPC220797
Remote Similarity	0.6727	NPC475914
Remote Similarity	0.6727	NPC153123
Remote Similarity	0.6717	NPC321911
Remote Similarity	0.6716	NPC478182
Remote Similarity	0.6714	NPC15102
Remote Similarity	0.6712	NPC174281
Remote Similarity	0.6712	NPC475286
Remote Similarity	0.6701	NPC63545
Remote Similarity	0.6697	NPC166209
Remote Similarity	0.6697	NPC269203
Remote Similarity	0.6697	NPC77241
Remote Similarity	0.6697	NPC13456
Remote Similarity	0.6696	NPC477114
Remote Similarity	0.6696	NPC242923
Remote Similarity	0.6694	NPC314882
Remote Similarity	0.6683	NPC105818
Remote Similarity	0.6683	NPC24678
Remote Similarity	0.6682	NPC314281
Remote Similarity	0.6682	NPC40530
Remote Similarity	0.6682	NPC62749
Remote Similarity	0.6682	NPC235684
Remote Similarity	0.6681	NPC272174
Remote Similarity	0.6681	NPC319232
Remote Similarity	0.6681	NPC474195
Remote Similarity	0.6681	NPC24370
Remote Similarity	0.6667	NPC48117
Remote Similarity	0.6667	NPC165495
Remote Similarity	0.6667	NPC473218
Remote Similarity	0.6667	NPC469811
Remote Similarity	0.6667	NPC476526
Remote Similarity	0.6667	NPC70922
Remote Similarity	0.6667	NPC212376
Remote Similarity	0.6667	NPC80597
Remote Similarity	0.6667	NPC130570
Remote Similarity	0.6667	NPC75540
Remote Similarity	0.6667	NPC329765
Remote Similarity	0.6667	NPC211572
Remote Similarity	0.6667	NPC475736
Remote Similarity	0.6667	NPC470702
Remote Similarity	0.6667	NPC225018
Remote Similarity	0.6653	NPC220852
Remote Similarity	0.6653	NPC478006
Remote Similarity	0.6652	NPC136957
Remote Similarity	0.6652	NPC19696
Remote Similarity	0.6651	NPC191415
Remote Similarity	0.6651	NPC304203
Remote Similarity	0.665	NPC470440
Remote Similarity	0.665	NPC314372
Remote Similarity	0.6639	NPC285343
Remote Similarity	0.6638	NPC474196

Drug Structure

NPD8258 OpenBabel08211713002D 58 63 0 0 1 0 0 0 0 0999 V2000 13.4610 -0.7302 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.8138 -1.2654 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7781 -2.6800 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0737 -4.2623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.1813 2.6583 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3715 -4.6244 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8867 3.2058 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2989 -0.7788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9356 2.8968 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7111 0.0302 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0878 1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0878 -0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0878 -0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0878 1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0878 1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0878 -0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0878 -0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0878 1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.4745 2.3968 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7111 -1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1756 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.4829 -0.5222 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9691 -3.2678 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 3.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9356 1.8968 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7601 -0.2788 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 12.1739 0.4288 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.0556 -2.8611 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 9.1266 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.1957 0.6367 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 -1.8666 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.8211 0.9641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6670 -3.0421 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1266 0.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 1.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.1756 1.6180 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 12.8430 1.1720 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.2466 -3.4489 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 10.8867 1.5878 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7601 -1.2788 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 10.5266 -0.1064 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0375 -1.4598 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 14.1302 0.0130 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7715 -2.0476 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 14.4903 1.7072 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4760 -3.6299 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.8666 2.5691 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3090 -0.9511 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 15.1083 -0.1949 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6851 -1.6409 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 23 1 0 0 0 0 3 24 1 0 0 0 0 4 24 1 0 0 0 0 5 53 1 0 0 0 0 6 54 1 0 0 0 0 7 9 1 0 0 0 0 7 19 1 0 0 0 0 8 10 1 0 0 0 0 8 20 1 0 0 0 0 9 31 1 0 0 0 0 10 32 1 0 0 0 0 11 15 1 0 0 0 0 11 25 2 0 0 0 0 12 16 2 0 0 0 0 12 25 1 0 0 0 0 13 17 1 0 0 0 0 13 26 2 0 0 0 0 14 18 2 0 0 0 0 14 26 1 0 0 0 0 15 27 2 0 0 0 0 16 27 1 0 0 0 0 17 28 2 0 0 0 0 18 28 1 0 0 0 0 19 47 1 0 0 0 0 20 48 1 0 0 0 0 21 29 2 0 0 0 0 21 41 1 0 0 0 0 22 30 2 0 0 0 0 22 42 1 0 0 0 0 23 33 1 0 0 0 0 24 34 1 0 0 0 0 25 26 1 0 0 0 0 27 29 1 0 0 0 0 28 30 1 0 0 0 0 29 43 1 0 0 0 0 30 44 1 0 0 0 0 31 35 1 6 0 0 0 31 47 1 0 0 0 0 32 36 1 1 0 0 0 32 48 1 0 0 0 0 33 37 1 0 0 0 0 33 45 1 0 0 0 0 34 38 1 0 0 0 0 34 46 1 0 0 0 0 35 41 2 0 0 0 0 35 43 1 0 0 0 0 36 42 2 0 0 0 0 36 44 1 0 0 0 0 37 47 1 0 0 0 0 37 49 2 0 0 0 0 38 48 1 0 0 0 0 38 50 2 0 0 0 0 39 45 2 3 0 0 0 39 51 1 0 0 0 0 39 53 1 0 0 0 0 40 46 2 3 0 0 0 40 52 1 0 0 0 0 40 54 1 0 0 0 0 43 55 1 0 0 0 0 44 56 1 0 0 0 0 51 57 1 0 0 0 0 52 58 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL001161
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	56843380
ChEBI
CAS Number

Drug Properties

Molecular Weight	738.39
ALogP	-1.3654
MLogP	4.32
XLogP	6.91
HDA	14
HBD	4
Rotatable Bonds	23
TPSA	181.62
RO5 Violation	3