NPASS drugs

Drug Information

Drug ID:	NPD37
Drug Name:	Podophyllin
Molecular Formula:	2C22H24O9.2C22H22O8
Canonical SMILES:	OCC1C(O)c2cc3OCOc3cc2C(C1C(=O)O)c1cc(OC)c(c(c1)OC)OC.OCC1C(O)c2cc3OCOc3cc2C(C1C(=O)O)c1cc(OC)c(c(c1)OC)OC.COc1cc(cc(c1OC)OC)C1C2C(=O)OCC2C(c2c1cc1OCOc1c2)O.COc1cc(cc(c1OC)OC)C1C2C(=O)OCC2C(c2c1cc1OCOc1c2)O
Standard InCHI:	InChI=1S/2C22H24O9.2C22H22O8/c21-27-16-4-10(5-17(28-2)21(16)29-3)18-11-6-14-15(31-9-30-14)7-12(11)20(24)13(8-23)19(18)22(25)26;21-25-16-4-10(5-17(26-2)21(16)27-3)18-11-6-14-15(30-9-29-14)7-12(11)20(23)13-8-28-22(24)19(13)18/h24-7,13,18-20,23-24H,8-9H2,1-3H3,(H,25,26);24-7,13,18-20,23H,8-9H2,1-3H3
Standard InCHIKey:	KOUZYZCESNTXJO-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD37

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	244
0.1-0.2	998
0.2-0.3	2086
0.3-0.4	3859
0.4-0.5	6971
0.5-0.6	5065
0.6-0.7	4164
0.7-0.8	6615
0.8-0.85	680
0.85-0.9	163
0.9-0.95	35
0.95-1	10

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

Show entries

Search:

Similarity Level	Similarity Score	Natural Product ID
High Similarity	1.0	NPC245948
High Similarity	0.9797	NPC32373
High Similarity	0.9797	NPC237946
High Similarity	0.9732	NPC207584
High Similarity	0.9732	NPC19947
High Similarity	0.9603	NPC150943
High Similarity	0.9603	NPC268718
High Similarity	0.9603	NPC119910
High Similarity	0.9603	NPC91634
High Similarity	0.9539	NPC288149

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Drug Structure

NPD37 OpenBabel08201723032D 130144 0 0 1 0 0 0 0 0999 V2000 15.1632 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.2972 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.0292 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.4311 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.5651 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8331 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1010 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8331 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7646 -0.9173 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.5651 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8331 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9670 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8331 -5.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 9.9670 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1010 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.2972 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.4311 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.6991 -4.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 11.6991 -5.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 9.9670 -5.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 14.2972 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.5651 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9670 -7.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.1010 -5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.4311 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.5651 -6.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 15.1632 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.4311 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 15.1632 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.7591 -1.0219 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.3579 -1.8309 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 23.9574 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 23.0914 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 24.8235 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 22.2254 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 21.3593 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 19.6273 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.8952 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 19.6273 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.5588 -0.9173 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 21.3593 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 19.6273 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 18.7613 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 19.6273 -5.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 18.7613 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.8952 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 23.0914 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 22.2254 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 20.4933 -4.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 20.4933 -5.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 18.7613 -5.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 23.0914 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 21.3593 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 20.4933 -7.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 17.8952 -5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 21.3593 -6.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 22.2254 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 23.9574 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 22.2254 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 23.9574 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 18.5534 -1.0219 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 17.1521 -1.8309 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -8.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2810 -2.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2350 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 5.6962 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -4.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.2321 -3.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.0981 -2.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.0981 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2810 -3.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9720 -4.7601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -7.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -7.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -8.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6932 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.6472 -3.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.6472 -2.1910 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.2350 -15.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.5651 -16.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9670 -17.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9670 -14.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.6991 -14.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.5651 -12.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.5651 -10.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0160 -10.6910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.9700 -11.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8331 -13.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.6991 -12.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.6991 -11.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9670 -11.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 13.4311 -12.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.4311 -11.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9670 -15.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.6991 -15.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8331 -12.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 9.9670 -12.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 10.8331 -10.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 10.8331 -15.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0160 -12.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8331 -9.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.7070 -13.2601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.1010 -15.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.5651 -15.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.8331 -16.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.4282 -11.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 14.3822 -12.3090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 14.3822 -10.6910 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.1010 -6.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.2350 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.6991 -7.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 20.4933 -8.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 17.0292 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 23.0914 -5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.6991 -9.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 27 1 0 0 0 0 2 28 1 0 0 0 0 3 29 1 0 0 0 0 4 10 2 0 0 0 0 4 16 1 0 0 0 0 5 10 1 0 0 0 0 5 17 2 0 0 0 0 6 11 2 0 0 0 0 6 14 1 0 0 0 0 7 12 2 0 0 0 0 7 15 1 0 0 0 0 8 13 1 0 0 0 0 8 23 1 0 0 0 0 9 30 1 0 0 0 0 9 31 1 0 0 0 0 10 18 1 0 0 0 0 11 12 1 0 0 0 0 11 18 1 0 0 0 0 12 20 1 0 0 0 0 13 19 1 0 0 0 0 13 20 1 0 0 0 0 14 15 2 0 0 0 0 14 30 1 0 0 0 0 15 31 1 0 0 0 0 16 21 2 0 0 0 0 16 27 1 0 0 0 0 17 21 1 0 0 0 0 17 28 1 0 0 0 0 18 19 1 0 0 0 0 19 22 1 0 0 0 0 20 24 1 0 0 0 0 21 29 1 0 0 0 0 22 25 2 0 0 0 0 22 26 1 0 0 0 0 23123 1 0 0 0 0 24124 1 0 0 0 0 26125 1 0 0 0 0 32 58 1 0 0 0 0 33 59 1 0 0 0 0 34 60 1 0 0 0 0 35 41 2 0 0 0 0 35 47 1 0 0 0 0 36 41 1 0 0 0 0 36 48 2 0 0 0 0 37 42 2 0 0 0 0 37 45 1 0 0 0 0 38 43 2 0 0 0 0 38 46 1 0 0 0 0 39 44 1 0 0 0 0 39 54 1 0 0 0 0 40 61 1 0 0 0 0 40 62 1 0 0 0 0 41 49 1 0 0 0 0 42 43 1 0 0 0 0 42 49 1 0 0 0 0 43 51 1 0 0 0 0 44 50 1 0 0 0 0 44 51 1 0 0 0 0 45 46 2 0 0 0 0 45 61 1 0 0 0 0 46 62 1 0 0 0 0 47 52 2 0 0 0 0 47 58 1 0 0 0 0 48 52 1 0 0 0 0 48 59 1 0 0 0 0 49 50 1 0 0 0 0 50 53 1 0 0 0 0 51 55 1 0 0 0 0 52 60 1 0 0 0 0 53 56 2 0 0 0 0 53 57 1 0 0 0 0 54126 1 0 0 0 0 55127 1 0 0 0 0 57128 1 0 0 0 0 63 87 1 0 0 0 0 64 88 1 0 0 0 0 65 89 1 0 0 0 0 66 72 2 0 0 0 0 66 78 1 0 0 0 0 67 72 1 0 0 0 0 67 79 2 0 0 0 0 68 73 2 0 0 0 0 68 76 1 0 0 0 0 69 74 2 0 0 0 0 69 77 1 0 0 0 0 70 75 1 0 0 0 0 70 90 1 0 0 0 0 71 91 1 0 0 0 0 71 92 1 0 0 0 0 72 80 1 0 0 0 0 73 74 1 0 0 0 0 73 80 1 0 0 0 0 74 82 1 0 0 0 0 75 81 1 0 0 0 0 75 82 1 0 0 0 0 76 77 2 0 0 0 0 76 91 1 0 0 0 0 77 92 1 0 0 0 0 78 83 2 0 0 0 0 78 87 1 0 0 0 0 79 83 1 0 0 0 0 79 88 1 0 0 0 0 80 81 1 0 0 0 0 81 84 1 0 0 0 0 82 85 1 0 0 0 0 83 89 1 0 0 0 0 84 86 2 0 0 0 0 84 90 1 0 0 0 0 85129 1 0 0 0 0 93117 1 0 0 0 0 94118 1 0 0 0 0 95119 1 0 0 0 0 96102 2 0 0 0 0 96108 1 0 0 0 0 97102 1 0 0 0 0 97109 2 0 0 0 0 98103 2 0 0 0 0 98106 1 0 0 0 0 99104 2 0 0 0 0 99107 1 0 0 0 0 100105 1 0 0 0 0 100120 1 0 0 0 0 101121 1 0 0 0 0 101122 1 0 0 0 0 102110 1 0 0 0 0 103104 1 0 0 0 0 103110 1 0 0 0 0 104112 1 0 0 0 0 105111 1 0 0 0 0 105112 1 0 0 0 0 106107 2 0 0 0 0 106121 1 0 0 0 0 107122 1 0 0 0 0 108113 2 0 0 0 0 108117 1 0 0 0 0 109113 1 0 0 0 0 109118 1 0 0 0 0 110111 1 0 0 0 0 111114 1 0 0 0 0 112115 1 0 0 0 0 113119 1 0 0 0 0 114116 2 0 0 0 0 114120 1 0 0 0 0 115130 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB09094
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number	9000-55-9

Drug Properties

Molecular Weight	432.14
ALogP	-2.1096
MLogP	2.89
XLogP	0.868
HDA	4
HBD	3
Rotatable Bonds	12
TPSA	123.91
RO5 Violation	0