NPASS drugs

Drug Information

Drug ID:	NPD52
Drug Name:	Aliskiren Fumarate
Molecular Formula:	2C30H53N3O6.C4H4O4
Canonical SMILES:	OC(=O)/C=C/C(=O)O.COCCCOc1cc(ccc1OC)C[C@H](C(C)C)C[C@@H]([C@H](C[C@H](C(=NCC(C(=N)O)(C)C)O)C(C)C)O)N.COCCCOc1cc(ccc1OC)C[C@H](C(C)C)C[C@@H]([C@H](C[C@H](C(=NCC(C(=N)O)(C)C)O)C(C)C)O)N
Standard InCHI:	InChI=1S/2C30H53N3O6.C4H4O4/c21-19(2)22(14-21-10-11-26(38-8)27(15-21)39-13-9-12-37-7)16-24(31)25(34)17-23(20(3)4)28(35)33-18-30(5,6)29(32)36;5-3(6)1-2-4(7)8/h210-11,15,19-20,22-25,34H,9,12-14,16-18,31H2,1-8H3,(H2,32,36)(H,33,35);1-2H,(H,5,6)(H,7,8)/b;;2-1+/t2*22-,23-,24-,25-;/m00./s1
Standard InCHIKey:	KLRSDBSKUSSCGU-KRQUFFFQSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD52

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	123
0.1-0.2	847
0.2-0.3	2515
0.3-0.4	9464
0.4-0.5	4088
0.5-0.6	8933
0.6-0.7	4278
0.7-0.8	639
0.8-0.85	3
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	0.8138	NPC247018
Intermediate Similarity	0.8138	NPC307123
Intermediate Similarity	0.8138	NPC97870
Intermediate Similarity	0.7987	NPC115144
Intermediate Similarity	0.7987	NPC277857
Intermediate Similarity	0.7945	NPC329595
Intermediate Similarity	0.7945	NPC326599
Intermediate Similarity	0.7905	NPC218530
Intermediate Similarity	0.7881	NPC477838
Intermediate Similarity	0.7881	NPC477837

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Drug Structure

NPD52 OpenBabel08201723032D 100 99 0 0 1 0 0 0 0 0999 V2000 1.3660 -8.0000 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 4.8301 -12.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -13.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -15.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0981 -15.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -11.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -14.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -12.5000 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 -8.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.0981 -12.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.9641 -9.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.9641 -10.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.9641 -4.5000 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 2.2321 -12.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -15.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -15.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -9.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -15.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -13.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -11.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -12.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -16.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.6244 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.3564 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1603 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2942 -8.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9282 -10.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9282 -10.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 19.6865 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 18.8205 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.9545 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.0885 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.9545 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 18.8205 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.9545 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.3564 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.2224 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.6244 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.8923 -8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2942 -9.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.4904 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1603 -8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.2224 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.4904 -6.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 11.0263 -8.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 13.6244 -8.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 12.7583 -8.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 17.9545 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.0885 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.0263 -9.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5622 -9.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4282 -10.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.4904 -8.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.5622 -8.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 10.1603 -10.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 12.7583 -9.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.8923 -10.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.6962 -10.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 18.8205 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 18.8205 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 17.0885 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 23.2846 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 24.1506 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 22.4186 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 25.0167 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 22.4186 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 21.5526 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 25.0167 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 25.8827 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -9.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -8.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -15.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -10.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -12.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -17.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 14.4904 -9.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 15.3564 -8.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6962 -8.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 13.6244 -10.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.8923 -11.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6962 -11.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 20.6865 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 26.7487 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 19 1 0 0 0 0 3 20 1 0 0 0 0 4 20 1 0 0 0 0 5 30 1 0 0 0 0 6 30 1 0 0 0 0 7 37 1 0 0 0 0 8 38 1 0 0 0 0 9 12 1 0 0 0 0 9 13 1 0 0 0 0 10 11 2 0 0 0 0 10 21 1 0 0 0 0 11 26 1 0 0 0 0 12 37 1 0 0 0 0 13 39 1 0 0 0 0 14 21 1 0 0 0 0 15 21 2 0 0 0 0 15 27 1 0 0 0 0 16 22 1 0 0 0 0 18 30 1 0 0 0 0 18 33 1 0 0 0 0 19 22 1 0 0 0 0 20 23 1 0 0 0 0 22 14 1 1 0 0 0 23 17 1 1 0 0 0 23 28 1 0 0 0 0 24 16 1 6 0 0 0 24 25 1 0 0 0 0 24 31 1 0 0 0 0 25 17 1 1 0 0 0 25 34 1 0 0 0 0 26 27 2 0 0 0 0 26 38 1 0 0 0 0 27 39 1 0 0 0 0 28 33 2 3 0 0 0 28 35 1 0 0 0 0 29 30 1 0 0 0 0 29 32 2 0 0 0 0 29 36 1 0 0 0 0 31 87 1 0 0 0 0 31 88 1 0 0 0 0 32 89 1 0 0 0 0 34 90 1 0 0 0 0 35 91 1 0 0 0 0 36 92 1 0 0 0 0 40 58 1 0 0 0 0 41 58 1 0 0 0 0 42 59 1 0 0 0 0 43 59 1 0 0 0 0 44 69 1 0 0 0 0 45 69 1 0 0 0 0 46 76 1 0 0 0 0 47 77 1 0 0 0 0 48 51 1 0 0 0 0 48 52 1 0 0 0 0 49 50 2 0 0 0 0 49 60 1 0 0 0 0 50 65 1 0 0 0 0 51 76 1 0 0 0 0 52 78 1 0 0 0 0 53 60 1 0 0 0 0 54 60 2 0 0 0 0 54 66 1 0 0 0 0 55 61 1 0 0 0 0 57 69 1 0 0 0 0 57 72 1 0 0 0 0 58 61 1 0 0 0 0 59 62 1 0 0 0 0 61 53 1 1 0 0 0 62 56 1 6 0 0 0 62 67 1 0 0 0 0 63 55 1 6 0 0 0 63 64 1 0 0 0 0 63 70 1 0 0 0 0 64 56 1 1 0 0 0 64 73 1 0 0 0 0 65 66 2 0 0 0 0 65 77 1 0 0 0 0 66 78 1 0 0 0 0 67 72 2 3 0 0 0 67 74 1 0 0 0 0 68 69 1 0 0 0 0 68 71 2 0 0 0 0 68 75 1 0 0 0 0 70 93 1 0 0 0 0 70 94 1 0 0 0 0 71 95 1 0 0 0 0 73 96 1 0 0 0 0 74 97 1 0 0 0 0 75 98 1 0 0 0 0 79 80 2 0 0 0 0 79 81 1 0 0 0 0 80 82 1 0 0 0 0 81 83 2 0 0 0 0 81 84 1 0 0 0 0 82 85 2 0 0 0 0 82 86 1 0 0 0 0 84 99 1 0 0 0 0 86100 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	551.39
ALogP	0.2323
MLogP	3.77
XLogP	5.14
HDA	7
HBD	5
Rotatable Bonds	31
TPSA	150.61
RO5 Violation	2