NPASS drugs

Drug Information

Drug ID:	NPD8366
Drug Name:
Molecular Formula:	C43H58N4O12
Canonical SMILES:	COC1/C=C/OC2(C)Oc3c(C2=O)c2C(=O)/C(=C/NN4CCN(CC4)C)/C(=C(c2c(c3C)O)O)N=C(/C(=CC=CC(C(C(C(C(C(C1C)OC(=O)C)C)O)C)O)C)/C)O
Standard InCHI:	InChI=1S/C43H58N4O12/c1-21-12-11-13-22(2)42(55)45-33-28(20-44-47-17-15-46(9)16-18-47)37(52)30-31(38(33)53)36(51)26(6)40-32(30)41(54)43(8,59-40)57-19-14-29(56-10)23(3)39(58-27(7)48)25(5)35(50)24(4)34(21)49/h11-14,19-21,23-25,29,34-35,39,44,49-51,53H,15-18H2,1-10H3,(H,45,55)/b12-11+,19-14+,22-13-,28-20+
Standard InCHIKey:	FZYOVNIOYYPUPY-HEGPSGTHSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8366

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	222
0.1-0.2	1097
0.2-0.3	2782
0.3-0.4	7147
0.4-0.5	6960
0.5-0.6	6917
0.6-0.7	5586
0.7-0.8	177
0.8-0.85	2
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

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Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.8465	NPC314987
Intermediate Similarity	0.8235	NPC313453
Intermediate Similarity	0.7965	NPC317567
Intermediate Similarity	0.7434	NPC252156
Intermediate Similarity	0.7391	NPC227033
Intermediate Similarity	0.7376	NPC316262
Intermediate Similarity	0.7376	NPC314653
Intermediate Similarity	0.733	NPC476311
Intermediate Similarity	0.7317	NPC313717
Intermediate Similarity	0.7317	NPC315306

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Drug Structure

NPD8366 OpenBabel08211713012D 65 69 0 0 1 0 0 0 0 0999 V2000 -4.6825 -4.0824 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8841 -5.3715 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1692 0.2653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2800 -2.6085 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0935 -1.0290 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1332 -0.8016 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4305 1.2530 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6584 0.3876 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0756 -5.0728 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9320 1.5261 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0304 -4.1779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4979 -3.8866 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5051 -4.3439 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5403 -0.0265 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1663 -3.5987 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3443 -5.1232 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2861 -3.1241 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4641 -4.6486 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9908 0.0125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7037 -3.6994 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8783 -3.4881 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.9550 -4.3740 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5255 -0.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -4.2889 -2.4751 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -4.1608 -1.3895 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.2672 -1.3016 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6167 0.6719 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1765 -3.2249 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0628 -0.2010 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.0867 -2.1639 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5944 -2.7938 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0132 -1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4967 -3.6732 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1476 -3.0075 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -4.2934 -1.9242 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.2672 -2.2964 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0221 -2.7110 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3027 -3.5484 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8993 -0.9046 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.5944 -0.8042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9404 -1.3167 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4148 -4.2664 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9485 -0.3168 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.5548 -3.1745 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9182 -4.0277 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.1954 -4.5982 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.4350 -3.6491 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.7065 1.0860 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0743 -3.3832 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.2865 -1.8070 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1332 -2.7964 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9927 -2.9518 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9302 -4.3271 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7445 -1.9111 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0980 -5.2149 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4960 0.7003 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4489 -0.0863 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.7131 -0.3235 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 1.5257 -2.1749 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2123 -4.3736 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.8846 -2.6084 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9992 -2.2964 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9183 -4.1729 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1182 -5.4148 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 22 1 0 0 0 0 3 23 1 0 0 0 0 4 24 1 0 0 0 0 5 25 1 0 0 0 0 6 26 1 0 0 0 0 7 27 1 0 0 0 0 8 43 1 0 0 0 0 9 46 1 0 0 0 0 10 56 1 0 0 0 0 11 12 2 0 0 0 0 11 13 1 0 0 0 0 12 21 1 0 0 0 0 13 22 2 0 0 0 0 14 19 2 0 0 0 0 14 29 1 0 0 0 0 15 17 1 0 0 0 0 15 46 1 0 0 0 0 16 18 1 0 0 0 0 16 46 1 0 0 0 0 17 47 1 0 0 0 0 18 47 1 0 0 0 0 19 57 1 0 0 0 0 20 28 2 0 0 0 0 20 44 1 0 0 0 0 21 34 1 0 0 0 0 22 42 1 0 0 0 0 23 29 1 0 0 0 0 23 39 1 0 0 0 0 24 34 1 0 0 0 0 24 35 1 0 0 0 0 25 35 1 0 0 0 0 25 39 1 0 0 0 0 26 36 2 0 0 0 0 26 40 1 0 0 0 0 27 48 2 0 0 0 0 27 58 1 0 0 0 0 28 33 1 0 0 0 0 28 37 1 0 0 0 0 29 56 1 0 0 0 0 30 31 2 0 0 0 0 30 32 1 0 0 0 0 30 37 1 0 0 0 0 31 36 1 0 0 0 0 31 38 1 0 0 0 0 32 40 2 0 0 0 0 32 41 1 0 0 0 0 33 38 2 0 0 0 0 33 45 1 0 0 0 0 34 49 1 0 0 0 0 35 50 1 0 0 0 0 36 51 1 0 0 0 0 37 52 2 0 0 0 0 38 53 1 0 0 0 0 39 58 1 0 0 0 0 40 59 1 0 0 0 0 41 43 1 0 0 0 0 41 54 2 0 0 0 0 42 45 2 3 0 0 0 42 55 1 0 0 0 0 43 57 1 0 0 0 0 43 59 1 0 0 0 0 44 47 1 0 0 0 0 44 60 1 0 0 0 0 49 61 1 0 0 0 0 50 62 1 0 0 0 0 51 63 1 0 0 0 0 53 64 1 0 0 0 0 55 65 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001512; DAP000197
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6243627
ChEBI
CAS Number

Drug Properties

Molecular Weight	822.41
ALogP	-1.0934
MLogP	4.43
XLogP	1.764
HDA	14
HBD	6
Rotatable Bonds	20
TPSA	220.15
RO5 Violation	2