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 is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	48921
0.1-0.2	154423
0.2-0.3	7997
0.3-0.4	269
0.4-0.5	36
0.5-0.6	28
0.6-0.7	25
0.7-0.8	17
0.8-0.85	10
0.85-0.9	5
0.9-0.95	2
0.95-1	7

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	1.0	NPC487573
High Similarity	1.0	NPC611676
High Similarity	0.9859	NPC55094
High Similarity	0.9859	NPC109403
High Similarity	0.9859	NPC37318
High Similarity	0.9859	NPC559703
High Similarity	0.9859	NPC612087
High Similarity	0.9079	NPC468994
High Similarity	0.9079	NPC599791
High Similarity	0.8947	NPC261012
High Similarity	0.8947	NPC314738
High Similarity	0.8947	NPC23467
High Similarity	0.8947	NPC599904
High Similarity	0.8533	NPC503116
Intermediate Similarity	0.8442	NPC510219
Intermediate Similarity	0.8442	NPC572620
Intermediate Similarity	0.8421	NPC532268
Intermediate Similarity	0.8421	NPC574720
Intermediate Similarity	0.8421	NPC582713
Intermediate Similarity	0.8421	NPC603200
Intermediate Similarity	0.8101	NPC549797
Intermediate Similarity	0.8101	NPC601855
Intermediate Similarity	0.8082	NPC569653
Intermediate Similarity	0.8082	NPC611971
Intermediate Similarity	0.7975	NPC515159
Intermediate Similarity	0.7975	NPC517461
Intermediate Similarity	0.7975	NPC569191
Intermediate Similarity	0.7294	NPC524103
Intermediate Similarity	0.7294	NPC551304
Intermediate Similarity	0.7294	NPC573717
Intermediate Similarity	0.7294	NPC587726
Intermediate Similarity	0.7294	NPC593984
Intermediate Similarity	0.7294	NPC600087
Intermediate Similarity	0.7273	NPC558539
Intermediate Similarity	0.7273	NPC559618
Intermediate Similarity	0.7273	NPC573204
Intermediate Similarity	0.7262	NPC580365
Intermediate Similarity	0.7262	NPC594153
Intermediate Similarity	0.7126	NPC512117
Intermediate Similarity	0.7126	NPC548113
Intermediate Similarity	0.7126	NPC567919
Remote Similarity	0.6988	NPC541072
Remote Similarity	0.6988	NPC576886
Remote Similarity	0.6882	NPC496533
Remote Similarity	0.6882	NPC582117
Remote Similarity	0.6867	NPC502879
Remote Similarity	0.6809	NPC530848
Remote Similarity	0.6809	NPC544248
Remote Similarity	0.6809	NPC583546
Remote Similarity	0.6809	NPC586088
Remote Similarity	0.6465	NPC99361
Remote Similarity	0.6465	NPC577128
Remote Similarity	0.6386	NPC303373
Remote Similarity	0.6386	NPC517282
Remote Similarity	0.6386	NPC541278
Remote Similarity	0.6386	NPC602774
Remote Similarity	0.6289	NPC522051
Remote Similarity	0.6222	NPC498484
Remote Similarity	0.6222	NPC555495
Remote Similarity	0.6222	NPC579843
Remote Similarity	0.6214	NPC496202
Remote Similarity	0.6214	NPC532430
Remote Similarity	0.6214	NPC597507
Remote Similarity	0.6154	NPC256596
Remote Similarity	0.6154	NPC307834
Remote Similarity	0.6047	NPC553292
Remote Similarity	0.5938	NPC495567
Remote Similarity	0.5495	NPC57174
Remote Similarity	0.5495	NPC547493
Remote Similarity	0.5495	NPC560300
Remote Similarity	0.5474	NPC505892
Remote Similarity	0.5474	NPC548484
Remote Similarity	0.5474	NPC575491
Remote Similarity	0.5474	NPC596187
Remote Similarity	0.5347	NPC521532
Remote Similarity	0.5341	NPC540376
Remote Similarity	0.5341	NPC585123
Remote Similarity	0.5306	NPC588029
Remote Similarity	0.5253	NPC522622
Remote Similarity	0.5217	NPC509403
Remote Similarity	0.5185	NPC571088
Remote Similarity	0.5185	NPC606929
Remote Similarity	0.5161	NPC530319
Remote Similarity	0.5161	NPC555117
Remote Similarity	0.5161	NPC603758
Remote Similarity	0.5116	NPC549127
Remote Similarity	0.5114	NPC549287
Remote Similarity	0.5102	NPC270631
Remote Similarity	0.5102	NPC500189
Remote Similarity	0.5062	NPC136943
Remote Similarity	0.5054	NPC511030
Remote Similarity	0.5054	NPC538928
Remote Similarity	0.5054	NPC564710
Remote Similarity	0.5049	NPC523556

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	0
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