NPASS drugs

Drug Information

Drug ID:	NPD7870
Drug Name:	Berubicin Hydrochloride
Molecular Formula:	C34H35NO11.ClH
Canonical SMILES:	OCC(=O)[C@@]1(O)C[C@H](O[C@H]2C[C@H](N)[C@@H]([C@@H](O2)C)OCc2ccccc2)c2c(C1)c(O)c1c(c2O)C(=O)c2c(C1=O)cccc2OC.Cl
Standard InCHI:	"InChI=1S/C34H35NO11.ClH/c1-16-33(44-15-17-7-4-3-5-8-17)20(35)11-24(45-16)46-22-13-34(42,23(37)14-36)12-19-26(22)32(41)28-27(30(19)39)29(38)18-9-6-10-21(43-2)25(18)31(28)40;/h3-10,16,20,22,24,33,36,39,41-42H,11-15,35H2,1-2H3;1H/t16-,20-,22-,24-,33+,34-;/m0./s1"
Standard InCHIKey:	GPMIHHFZKBVWAZ-LMMKTYIZSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD7870

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	74308
0.1-0.2	133869
0.2-0.3	3367
0.3-0.4	101
0.4-0.5	30
0.5-0.6	41
0.6-0.7	14
0.7-0.8	9
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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
Intermediate Similarity	0.7363	NPC468994
Intermediate Similarity	0.7363	NPC599791
Intermediate Similarity	0.7253	NPC261012
Intermediate Similarity	0.7253	NPC314738
Intermediate Similarity	0.7253	NPC23467
Intermediate Similarity	0.7253	NPC599904
Intermediate Similarity	0.701	NPC558539
Intermediate Similarity	0.701	NPC559618
Intermediate Similarity	0.701	NPC573204
Remote Similarity	0.6667	NPC487573
Remote Similarity	0.6667	NPC611676
Remote Similarity	0.6559	NPC55094
Remote Similarity	0.6559	NPC109403
Remote Similarity	0.6559	NPC37318
Remote Similarity	0.6559	NPC559703
Remote Similarity	0.6559	NPC612087
Remote Similarity	0.6442	NPC544248
Remote Similarity	0.6442	NPC583546
Remote Similarity	0.6442	NPC586088
Remote Similarity	0.619	NPC496533
Remote Similarity	0.619	NPC582117
Remote Similarity	0.6132	NPC530848
Remote Similarity	0.6	NPC503116
Remote Similarity	0.5979	NPC510219
Remote Similarity	0.5979	NPC572620
Remote Similarity	0.596	NPC580365
Remote Similarity	0.596	NPC594153
Remote Similarity	0.5938	NPC532268
Remote Similarity	0.5938	NPC574720
Remote Similarity	0.5938	NPC582713
Remote Similarity	0.5938	NPC603200
Remote Similarity	0.5918	NPC549797
Remote Similarity	0.5918	NPC601855
Remote Similarity	0.5856	NPC99361
Remote Similarity	0.5856	NPC577128
Remote Similarity	0.581	NPC495567
Remote Similarity	0.5686	NPC524103
Remote Similarity	0.5686	NPC551304
Remote Similarity	0.5686	NPC573717
Remote Similarity	0.5686	NPC587726
Remote Similarity	0.5686	NPC593984
Remote Similarity	0.5686	NPC600087
Remote Similarity	0.5652	NPC496202
Remote Similarity	0.5652	NPC532430
Remote Similarity	0.5652	NPC597507
Remote Similarity	0.5603	NPC256596
Remote Similarity	0.5603	NPC307834
Remote Similarity	0.5577	NPC512117
Remote Similarity	0.5577	NPC548113
Remote Similarity	0.5577	NPC567919
Remote Similarity	0.5556	NPC521532
Remote Similarity	0.5545	NPC522051
Remote Similarity	0.5426	NPC569653
Remote Similarity	0.5426	NPC611971
Remote Similarity	0.5385	NPC505892
Remote Similarity	0.5385	NPC548484
Remote Similarity	0.5385	NPC575491
Remote Similarity	0.5385	NPC596187
Remote Similarity	0.5347	NPC515159
Remote Similarity	0.5347	NPC517461
Remote Similarity	0.5347	NPC569191
Remote Similarity	0.5143	NPC498484
Remote Similarity	0.5143	NPC555495
Remote Similarity	0.5143	NPC579843

Drug Structure

NPD7870 OpenBabel08211712032D 53 57 0 0 1 0 0 0 0 0999 V2000 4.8301 -9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -10.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -9.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -11.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.7583 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -10.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.7583 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8923 -1.5000 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 9.1603 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7942 -8.8660 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 4.8301 -8.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.2321 -9.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8923 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -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 1 0 0 0 0 0 0 0 0 0 10.0263 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -6.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.7942 -8.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -6.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 10.0263 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8923 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -7.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 8.2942 -8.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.0981 -6.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 10.2942 -9.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -9.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.7583 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.8923 -6.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -8.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -1.5000 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 5.6962 -7.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0865 -1.4824 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -6.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.2942 -9.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.7583 -6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7942 -8.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 43 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 7 1 0 0 0 0 5 8 2 0 0 0 0 6 9 2 0 0 0 0 6 10 1 0 0 0 0 7 17 2 0 0 0 0 8 17 1 0 0 0 0 9 18 1 0 0 0 0 10 21 2 0 0 0 0 11 20 1 0 0 0 0 11 24 1 0 0 0 0 12 19 1 0 0 0 0 12 34 1 0 0 0 0 13 22 1 0 0 0 0 13 34 1 0 0 0 0 14 23 1 0 0 0 0 14 36 1 0 0 0 0 15 17 1 0 0 0 0 15 44 1 0 0 0 0 16 1 1 1 0 0 0 16 33 1 0 0 0 0 16 45 1 0 0 0 0 18 25 2 0 0 0 0 18 29 1 0 0 0 0 19 26 1 0 0 0 0 19 30 2 0 0 0 0 20 33 1 0 0 0 0 20 35 1 1 0 0 0 21 25 1 0 0 0 0 21 43 1 0 0 0 0 22 26 1 0 0 0 0 22 46 1 6 0 0 0 23 37 2 0 0 0 0 24 45 1 0 0 0 0 24 46 1 6 0 0 0 25 31 1 0 0 0 0 26 32 2 0 0 0 0 27 28 2 0 0 0 0 27 29 1 0 0 0 0 27 30 1 0 0 0 0 28 31 1 0 0 0 0 28 32 1 0 0 0 0 29 38 2 0 0 0 0 30 39 1 0 0 0 0 31 40 2 0 0 0 0 32 41 1 0 0 0 0 33 44 1 1 0 0 0 34 23 1 1 0 0 0 34 42 1 0 0 0 0 35 48 1 0 0 0 0 35 49 1 0 0 0 0 36 50 1 0 0 0 0 39 51 1 0 0 0 0 41 52 1 0 0 0 0 42 53 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	633.22
ALogP	-4.101
MLogP	3.88
XLogP	1.319
HDA	9
HBD	5
Rotatable Bonds	15
TPSA	195.07
RO5 Violation	0