NPASS drugs

Drug Information

Drug ID:	NPD8364
Drug Name:	Vindesine
Molecular Formula:	C43H55N5O7
Canonical SMILES:	COc1cc2N(C)[C@@H]3[C@@]4(c2cc1[C@]1(C[C@@H]2CN(CCc5c1[nH]c1c5cccc1)C[C@](C2)(O)CC)C(=O)OC)CCN1[C@H]4[C@@]([C@H]([C@]3(O)C(=N)O)O)(CC)C=CC1
Standard InCHI:	InChI=1S/C43H55N5O7/c1-6-39(52)21-25-22-42(38(51)55-5,33-27(13-17-47(23-25)24-39)26-11-8-9-12-30(26)45-33)29-19-28-31(20-32(29)54-4)46(3)35-41(28)15-18-48-16-10-14-40(7-2,34(41)48)36(49)43(35,53)37(44)50/h8-12,14,19-20,25,34-36,45,49,52-53H,6-7,13,15-18,21-24H2,1-5H3,(H2,44,50)/t25-,34+,35-,36-,39+,40-,41-,42+,43+/m1/s1
Standard InCHIKey:	HHJUWIANJFBDHT-KOTLKJBCSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8364

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	352
0.1-0.2	1641
0.2-0.3	6507
0.3-0.4	7275
0.4-0.5	11335
0.5-0.6	2312
0.6-0.7	1239
0.7-0.8	217
0.8-0.85	9
0.85-0.9	0
0.9-0.95	1
0.95-1	2

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
High Similarity	0.9587	NPC237901
High Similarity	0.9587	NPC195788
High Similarity	0.9431	NPC260909
Intermediate Similarity	0.8367	NPC475666
Intermediate Similarity	0.8327	NPC81939
Intermediate Similarity	0.8313	NPC329982
Intermediate Similarity	0.8295	NPC471303
Intermediate Similarity	0.8207	NPC478080
Intermediate Similarity	0.8097	NPC473540
Intermediate Similarity	0.8072	NPC469734

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Drug Structure

NPD8364 OpenBabel08211713012D 61 69 0 0 1 0 0 0 0 0999 V2000 -2.4031 1.6970 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7800 -2.8968 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0733 0.2464 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8151 2.7477 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7789 3.2423 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8704 0.8129 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9076 -3.3855 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3013 3.5629 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5148 4.1805 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8892 -4.1614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1597 2.5730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5867 3.8083 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6287 0.5909 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8402 -3.8524 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3539 -0.8961 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1460 -3.4923 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7654 -0.3997 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2339 -1.7051 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1162 -0.3140 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2224 0.8782 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5717 -0.3683 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8880 -0.2921 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2815 -1.5531 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0778 -0.4246 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3553 -1.1762 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.2316 2.2007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8872 1.2619 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9090 -0.4949 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1234 0.4631 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4451 2.8183 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4621 0.1012 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4296 1.0591 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8879 1.2993 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3050 -2.2051 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.1028 -1.0479 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.6987 -2.3865 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.3109 -0.7647 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6577 1.5145 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3384 -0.0338 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.0481 -2.8742 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.3050 -1.2051 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.0984 0.6856 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.7231 -1.5737 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.9041 0.1488 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6147 2.2612 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.1999 -0.2406 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.2333 -1.2464 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 0.3539 -2.5141 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 3.5863 -2.8471 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3054 -0.8692 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6553 1.4445 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8711 0.8503 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9553 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1349 2.0147 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2195 2.4134 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4919 0.9579 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6758 2.6056 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4290 -2.3088 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8932 -0.0602 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4031 1.6970 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 6 1 0 0 0 0 2 7 1 0 0 0 0 3 46 1 0 0 0 0 4 54 1 0 0 0 0 5 55 1 0 0 0 0 8 9 2 0 0 0 0 8 11 1 0 0 0 0 9 12 1 0 0 0 0 10 14 2 0 0 0 0 10 16 1 0 0 0 0 11 26 2 0 0 0 0 12 30 2 0 0 0 0 13 17 1 0 0 0 0 13 27 1 0 0 0 0 14 40 1 0 0 0 0 15 18 1 0 0 0 0 16 48 1 0 0 0 0 17 47 1 0 0 0 0 18 48 1 0 0 0 0 19 28 2 0 0 0 0 19 29 1 0 0 0 0 20 31 2 0 0 0 0 20 32 1 0 0 0 0 21 39 1 0 0 0 0 22 25 1 0 0 0 0 22 42 1 0 0 0 0 23 25 1 0 0 0 0 23 47 1 0 0 0 0 24 39 1 0 0 0 0 24 47 1 0 0 0 0 25 21 1 1 0 0 0 26 27 1 0 0 0 0 26 30 1 0 0 0 0 27 33 2 0 0 0 0 28 31 1 0 0 0 0 28 41 1 0 0 0 0 29 32 2 0 0 0 0 29 42 1 0 0 0 0 30 45 1 0 0 0 0 31 46 1 0 0 0 0 32 54 1 0 0 0 0 33 42 1 0 0 0 0 33 45 1 0 0 0 0 34 40 1 6 0 0 0 34 41 1 0 0 0 0 34 48 1 0 0 0 0 35 41 1 1 0 0 0 35 43 1 0 0 0 0 35 46 1 0 0 0 0 36 40 1 6 0 0 0 36 43 1 0 0 0 0 36 49 1 0 0 0 0 37 43 1 0 0 0 0 37 44 2 0 0 0 0 37 50 1 0 0 0 0 38 51 2 0 0 0 0 38 55 1 0 0 0 0 39 6 1 6 0 0 0 39 52 1 0 0 0 0 40 7 1 1 0 0 0 41 15 1 6 0 0 0 42 38 1 6 0 0 0 43 53 1 6 0 0 0 44 56 1 0 0 0 0 45 57 1 0 0 0 0 49 58 1 0 0 0 0 50 59 1 0 0 0 0 52 60 1 0 0 0 0 53 61 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000949
DrugBank	DB00309
ChEMBL	CHEMBL219146
IUPHAR/BPS
PharmaGKB	PA10232
KEGG Drug	D01769
PubChem CID	40839
ChEBI	36373
CAS Number	53643-48-4

Drug Properties

Molecular Weight	753.41
ALogP	-2.4273
MLogP	4.87
XLogP	4.214
HDA	11
HBD	6
Rotatable Bonds	16
TPSA	165.81
RO5 Violation	2