NPASS drugs

Drug Information

Drug ID:	NPD6777
Drug Name:	Daunorubicin Hydrochloride
Molecular Formula:	C27H29NO10.ClH
Canonical SMILES:	COc1cccc2c1C(=O)c1c(C2=O)c(O)c2c(c1O)[C@@H](O[C@H]1C[C@H](N)[C@@H]([C@@H](O1)C)O)C[C@](C2)(O)C(=O)C.Cl
Standard InCHI:	InChI=1S/C27H29NO10.ClH/c1-10-22(30)14(28)7-17(37-10)38-16-9-27(35,11(2)29)8-13-19(16)26(34)21-20(24(13)32)23(31)12-5-4-6-15(36-3)18(12)25(21)33;/h4-6,10,14,16-17,22,30,32,34-35H,7-9,28H2,1-3H3;1H/t10-,14-,16-,17-,22+,27-;/m0./s1
Standard InCHIKey:	GUGHGUXZJWAIAS-QQYBVWGSSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6777

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	223
0.1-0.2	1041
0.2-0.3	2510
0.3-0.4	6018
0.4-0.5	6781
0.5-0.6	4427
0.6-0.7	5749
0.7-0.8	3965
0.8-0.85	146
0.85-0.9	25
0.9-0.95	0
0.95-1	5

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	1.0	NPC261012
High Similarity	1.0	NPC109403
High Similarity	1.0	NPC314738
High Similarity	0.9887	NPC315351
High Similarity	0.9887	NPC316412
High Similarity	0.8978	NPC42286
High Similarity	0.893	NPC313274
High Similarity	0.8802	NPC315889
High Similarity	0.8771	NPC478021
High Similarity	0.8757	NPC478020

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Drug Structure

NPD6777 OpenBabel08211710072D 45 48 0 0 1 0 0 0 0 0999 V2000 7.4282 -9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4641 -8.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -8.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4641 -8.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -6.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.2321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -6.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.5622 -6.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.2321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -7.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.3660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -8.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 9.1603 -6.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -9.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -8.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -6.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4641 -8.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -7.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.4263 -1.1320 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -6.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -9.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4641 -8.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 11 1 0 0 0 0 3 36 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 12 1 0 0 0 0 6 15 2 0 0 0 0 7 14 1 0 0 0 0 7 17 1 0 0 0 0 8 13 1 0 0 0 0 8 27 1 0 0 0 0 9 16 1 0 0 0 0 9 27 1 0 0 0 0 10 1 1 6 0 0 0 10 22 1 0 0 0 0 10 37 1 0 0 0 0 11 29 2 0 0 0 0 12 18 2 0 0 0 0 12 23 1 0 0 0 0 13 19 1 0 0 0 0 13 24 2 0 0 0 0 14 22 1 0 0 0 0 14 28 1 6 0 0 0 15 18 1 0 0 0 0 15 36 1 0 0 0 0 16 19 1 0 0 0 0 16 38 1 1 0 0 0 17 37 1 0 0 0 0 17 38 1 1 0 0 0 18 25 1 0 0 0 0 19 26 2 0 0 0 0 20 21 2 0 0 0 0 20 23 1 0 0 0 0 20 24 1 0 0 0 0 21 25 1 0 0 0 0 21 26 1 0 0 0 0 22 30 1 6 0 0 0 23 31 2 0 0 0 0 24 32 1 0 0 0 0 25 33 2 0 0 0 0 26 34 1 0 0 0 0 27 11 1 6 0 0 0 27 35 1 0 0 0 0 28 40 1 0 0 0 0 28 41 1 0 0 0 0 30 42 1 0 0 0 0 32 43 1 0 0 0 0 34 44 1 0 0 0 0 35 45 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	527.18
ALogP	-3.7468
MLogP	3.22
XLogP	-1.071
HDA	8
HBD	5
Rotatable Bonds	12
TPSA	185.84
RO5 Violation	0